Dihydroresveratrol (CED0011203)

Record Information

Version

1.0

Creation Date

2016-05-27 01:38:40 UTC

Update Date

2026-04-14 17:24:18 UTC

SynCED ID

CED0011203

Secondary Accession Numbers

CHEM041679

Identification

Common Name

Dihydroresveratrol

Class

Small Molecule

Description

Dihydroresveratrol is an organic compound with the formula C14H14O3 and an average molecular weight of 230.26 g/mol. Dihydroresveratrol belongs to the stilbenes, a class of phenylpropanoids and polyketides within the organic compounds. Regarding its biological activity, there is one recorded protein target for this compound, as it acts as an inhibitor of Leukotriene A-4 hydrolase (LTA4H).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4',5-Trihydroxybibenzyl	ChEBI
Dihydro-resveratrol	HMDB

Chemical Formula

C₁₄H₁₄O₃

Average Molecular Mass

230.259 g/mol

Monoisotopic Mass

230.094 g/mol

CAS Registry Number

58436-28-5

IUPAC Name

5-[2-(4-hydroxyphenyl)ethyl]benzene-1,3-diol

Traditional Name

dihydroresveratrol

SMILES

OC1=CC=C(CCC2=CC(O)=CC(O)=C2)C=C1

InChI Identifier

InChI=1S/C14H14O3/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h3-9,15-17H,1-2H2

InChI Key

HITJFUSPLYBJPE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

stilbenol (CHEBI:4582 )
Diphenyl ethers, biphenyls, dibenzyls and stilbenes (C10255 )
Bibenzyls (C10255 )
Diphenyl ethers, biphenyls, dibenzyls and stilbenes (LMPK13090035 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

metabolite (PMC11605795 , PMC13296983 )?A chemical produced during metabolism process, as an intermediate or end-product

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.081 g/L	ALOGPS
logP	2.45	ALOGPS
logP	3.6	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	9.3	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	66.34 m³·mol⁻¹	ChemAxon
Polarizability	24.87 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0adi-3920000000-719fe242334d208b9ba6	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0019-0930000000-98789a2bfadb2e5294f9	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-3900000000-8401a4b05cec11937e91	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-1900000000-63077beabbd74f9667da	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0019-0930000000-d89311ce59a12d10e350	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00fr-0940000000-e764d7f7fec0ad95522d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0590000000-c0d04f560a51a3bb619d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-001i-9500000000-361c896f8255aa9a4a1d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-3900000000-71299800417044263bbb	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-001i-9000000000-35af2f10fc300befdb21	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-003r-9100000000-ac6d40eae4eba92c915d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0590000000-c0d04f560a51a3bb619d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00fr-0940000000-ef1a37528e823253c1b3	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0019-0930000000-5350f748bb4caf143bc6	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-001i-0490000000-ad670ae9686c694e73c1	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-3900000000-e4d975cfe5ed55a80b23	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00ar-5930000000-21f41106079ae20bf096	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-3900000000-1d5073ba2d9174c455dd	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-053i-0940000000-ac0deac644455c15b41c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-1900000000-6510d3485dd518836d05	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-001i-0390000000-26cc8c5240d3cb6c9983	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00fr-0940000000-b8fa3f7754159fa4db4e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-056r-9400000000-3ab581d5244e0846a1fe	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-001i-0390000000-eb3f58f5e2d84748c238	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0390000000-7e7d55811618ec908b37	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00fr-0950000000-b02372404279ff267be6	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-2900000000-d06a712b9e3909709076	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0019-0930000000-547e072b5723a95e139e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-001i-9300000000-749980e7366a2c6b438b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-3900000000-a0f60895766cd43c1803	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-053i-0930000000-c929087681db8d175607	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0019-0930000000-8e17f1adff014da605c9	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00fr-1950000000-e87e9e0e9e922ec788bc	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0290000000-28fbe386a857ec9e12b0	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0089-9400000000-0429538a04ec25ee8832	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-3900000000-c8ca7a842f52a0feb002	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00fr-1950000000-d4e10a63852970e37570	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0019-0930000000-98ffe54c354d24b631b0	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-056r-8900000000-d69d793797ff0677ecd8	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-3900000000-74364bd8d92a6ddb6d22	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-003r-9100000000-bec26fd6e305acd23a06	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0290000000-cd62387ff600bd097115	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0089-9600000000-2b8a49fd10cf7e2faf10	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0190000000-dbff90b6a63d99897a08	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-053r-0950000000-1f3064cc04762cbfb39f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a6r-5900000000-e5b4f11464b84f6190ef	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-0090000000-3f1af4fc1138d28d1e8f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-0190000000-b3b2e29cac9a8f7c4f14	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0553-1920000000-bc1898e08955e5b6385a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-0090000000-3b9ecf594e3ba8c418c2	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00b9-3970000000-b71f6ae3a4eb170d33eb	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00kf-9400000000-382f7ed103eae8a763a4	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0390000000-f9063e5d4c62b2445522	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-05ar-2930000000-e4ef0d6d7ae4b10bde96	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004l-8900000000-e9faca2284a28b30dc43	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
2611.0 Log mg/kg [1500:4600]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference
cancer	Has Therapeutic Effect On	Not Available	Cancer is a group of diseases involving abnormal cell growth with the potential to invade or spread to other parts of the body. Possible signs and symptoms include a lump, abnormal bleeding, prolonged cough, unexplained weight loss, and a change in bowel movements. There are over 100 types of cancers affect humans. The risk of developing certain cancers can be reduced by not smoking, maintaining a healthy weight, not drinking too much alcohol, eating plenty of vegetables, fruits and whole grains, vaccination against certain infectious diseases, not eating too much processed and red meat and avoiding too much sunlight exposure. Cancer is often treated with some combination of radiation therapy, surgery, chemotherapy and targeted therapy. The majority of cancers, some 90–95% of cases, are due to genetic mutations from environmental and lifestyle factors. The remaining 5–10% are due to inherited genetics.	PMC11605795

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000518	Electrically Stimulated Smoking Devices?Electrically stimulated smoking devices, commonly known as e-cigarettes or vape pens, utilize electrical components to heat a liquid solution, often containing nicotine, flavorings, and other additives, to produce an aerosol for inhalation.	Electrical & Electronic Equipment	PubChem
CEDs000545	Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.	Food, food processing & cookware	PubChem
CEDs000556	Cigar Cigarettes?Cigar cigarettes are a source of synthetic chemical contamination due to the combustion of various tobacco blends and additives.	Household cleaning & consumer products	PubChem
CEDs000580	Manufacture Preparation Of Tobacco Products?The manufacture and preparation of tobacco products involve various processes that can result in the introduction of synthetic chemicals into the environment.	Industrial manufacturing & chemical processing	PubChem
CEDs000610	Aftersun Products?Aftersun products are designed to soothe and hydrate the skin after sun exposure, often containing various synthetic chemicals such as emollients, preservatives, and fragrances.	Personal care & cosmetics	PubChem
CEDs000611	Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.	Personal care & cosmetics	PubChem
CEDs000614	Essential Oils Or Perfumes?Essential oils and perfumes are complex mixtures of volatile compounds derived from natural or synthetic sources, commonly used for their aromatic properties.	Personal care & cosmetics	PubChem
CEDs03142	Faecal Samples	Wastewater, sanitation & biosolids	PMC10178963

Pathways

0 pathwaysPathway Source: PathBank

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Sarcoplasmic/endoplasmic reticulum calcium ATPase 3	Q64518	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.464 Applicability Domain 0.464 Statistical Significance 1.10e-04 Supporting Reference Compounds 1 E-value 0.856341
Click to view 3D structure	Estrogen receptor	P03372	Humans	Predicted (SEA)	Prediction Confidence Score 0.431 Applicability Domain 0.484 Statistical Significance 0.0018 Supporting Reference Compounds 201 E-value 13.8572
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	Prediction Confidence Score 0.42 Applicability Domain 0.565 Statistical Significance 0.0056 Supporting Reference Compounds 472 E-value 43.2842
Click to view 3D structure	Tyrosinase	P14679	Humans	Predicted (SEA)	Prediction Confidence Score 0.399 Applicability Domain 0.593 Statistical Significance 1.20e-04 Supporting Reference Compounds 29 E-value 0.934191
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	Prediction Confidence Score 0.392 Applicability Domain 0.464 Statistical Significance 0.0116 Supporting Reference Compounds 593 E-value 90.1494
Click to view 3D structure	Sodium-dependent dopamine transporter	Q01959	Humans	Predicted (SEA)	Prediction Confidence Score 0.388 Applicability Domain 0.464 Statistical Significance 0.0068 Supporting Reference Compounds 506 E-value 53.0932
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Predicted (SEA)	Prediction Confidence Score 0.383 Applicability Domain 0.464 Statistical Significance 0.0068 Supporting Reference Compounds 451 E-value 53.2489
Click to view 3D structure	Tyrosinase	O42713	Agaricus bisporus	Predicted (SEA)	Prediction Confidence Score 0.377 Applicability Domain 0.593 Statistical Significance 3.20e-04 Supporting Reference Compounds 39 E-value 2.49118
Click to view 3D structure	Trace amine-associated receptor 1	Q96RJ0	Humans	Predicted (SEA)	Prediction Confidence Score 0.373 Applicability Domain 0.542 Statistical Significance 1.00e-03 Supporting Reference Compounds 63 E-value 7.78492
Click to view 3D structure	Carbonic anhydrase 12	O43570	Humans	Predicted (SEA)	Prediction Confidence Score 0.368 Applicability Domain 0.421 Statistical Significance 0.0092 Supporting Reference Compounds 332 E-value 71.3099
Click to view 3D structure	Carbonic anhydrase 3	P07451	Humans	Predicted (SEA)	Prediction Confidence Score 0.365 Applicability Domain 0.421 Statistical Significance 7.90e-04 Supporting Reference Compounds 64 E-value 6.15009
Click to view 3D structure	Prostaglandin G/H synthase 2	P35354	Humans	Predicted (SEA)	Prediction Confidence Score 0.365 Applicability Domain 0.464 Statistical Significance 0.0041 Supporting Reference Compounds 201 E-value 31.6068
Click to view 3D structure	Trace amine-associated receptor 1	Q923Y9	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.361 Applicability Domain 0.542 Statistical Significance 6.60e-04 Supporting Reference Compounds 18 E-value 5.13805
Click to view 3D structure	Alpha-2A adrenergic receptor	P08913	Humans	Predicted (SEA)	Prediction Confidence Score 0.36 Applicability Domain 0.464 Statistical Significance 0.0112 Supporting Reference Compounds 487 E-value 87.3468
Click to view 3D structure	Carbonic anhydrase	Q5AJ71	Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast)	Predicted (SEA)	Prediction Confidence Score 0.355 Applicability Domain 0.565 Statistical Significance 0.0023 Supporting Reference Compounds 68 E-value 18.2946
Click to view 3D structure	Carbonic anhydrase 5B, mitochondrial	Q9Y2D0	Humans	Predicted (SEA)	Prediction Confidence Score 0.354 Applicability Domain 0.407 Statistical Significance 0.005 Supporting Reference Compounds 157 E-value 39.0803
Click to view 3D structure	Carbonic anhydrase 5A, mitochondrial	P35218	Humans	Predicted (SEA)	Prediction Confidence Score 0.354 Applicability Domain 0.407 Statistical Significance 0.0055 Supporting Reference Compounds 165 E-value 42.8171
Click to view 3D structure	Polyunsaturated fatty acid lipoxygenase ALOX15	P12530	Oryctolagus cuniculus	Predicted (SEA)	Prediction Confidence Score 0.353 Applicability Domain 0.464 Statistical Significance 3.20e-04 Supporting Reference Compounds 47 E-value 2.49118
Click to view 3D structure	Transthyretin	P02766	Humans	Predicted (SEA)	Prediction Confidence Score 0.352 Applicability Domain 0.484 Statistical Significance 0.001 Supporting Reference Compounds 55 E-value 7.86277
Click to view 3D structure	Adenosine receptor A3	P0DMS8	Humans	Predicted (SEA)	Prediction Confidence Score 0.352 Applicability Domain 0.464 Statistical Significance 0.0118 Supporting Reference Compounds 391 E-value 91.7064
Click to view 3D structure	Carbonic anhydrase 2	Q3I4V7	Cryptococcus neoformans	Predicted (SEA)	Prediction Confidence Score 0.35 Applicability Domain 0.565 Statistical Significance 0.0022 Supporting Reference Compounds 60 E-value 17.2825
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	Prediction Confidence Score 0.345 Applicability Domain 0.407 Statistical Significance 0.0145 Supporting Reference Compounds 372 E-value 112.804
Click to view 3D structure	Carbonic anhydrase 4	P22748	Humans	Predicted (SEA)	Prediction Confidence Score 0.344 Applicability Domain 0.407 Statistical Significance 0.0067 Supporting Reference Compounds 193 E-value 52.3925
Click to view 3D structure	Carbonic anhydrase 7	P43166	Humans	Predicted (SEA)	Prediction Confidence Score 0.344 Applicability Domain 0.407 Statistical Significance 0.0092 Supporting Reference Compounds 242 E-value 71.777
Click to view 3D structure	Carbonic anhydrase 6	P23280	Humans	Predicted (SEA)	Prediction Confidence Score 0.344 Applicability Domain 0.407 Statistical Significance 0.0048 Supporting Reference Compounds 151 E-value 37.7569