Cryptotanshinone (CED0004855)

Record Information

Version

1.0

Creation Date

2016-05-26 00:57:47 UTC

Update Date

2026-05-14 19:51:57 UTC

SynCED ID

CED0004855

Secondary Accession Numbers

CHEM029145

Identification

Common Name

Cryptotanshinone

Class

Small Molecule

Description

Cryptotanshinone is an organic compound with the formula C19H20O3 and an average molecular weight of 296.36 g/mol. Cryptotanshinone belongs to the diterpenoids, a subclass of prenol lipids within the organic compounds. This substance is found in or released from two recorded sources: antibiotics used in healthcare, pharmaceuticals, and veterinary products, and the preparation of wine or sparkling wine in food, food processing, and cookware. Recorded routes of exposure include inhalation and oral intake.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(-)-Cryptotanshinone	HMDB
Cryptotanshinone	MeSH

Chemical Formula

C₁₉H₂₀O₃

Average Molecular Mass

296.360 g/mol

Monoisotopic Mass

296.141 g/mol

CAS Registry Number

35825-57-1

IUPAC Name

6,6,14-trimethyl-12-oxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),2(7),8,11(15)-tetraene-16,17-dione

Traditional Name

cryptotanshinone

SMILES

CC1COC2=C1C(=O)C(=O)C1=C2C=CC2=C1CCCC2(C)C

InChI Identifier

InChI=1S/C19H20O3/c1-10-9-22-18-12-6-7-13-11(5-4-8-19(13,2)3)15(12)17(21)16(20)14(10)18/h6-7,10H,4-5,8-9H2,1-3H3

InChI Key

GVKKJJOMQCNPGB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tanshinones, isotanshinones, and derivatives. These are a group of abietane-type norditerpenoid quinones.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Tanshinones, isotanshinones, and derivatives

Alternative Parents

Substituents

Tanshinone skeleton
11-oxosteroid
12-oxosteroid
Oxosteroid
Delta-5-steroid
Delta-7-steroid
15-oxasteroid
Steroid
Phenanthrene
Naphthofuran
Naphthoquinone
Naphthalene
Tetralin
Aryl ketone
Quinone
Benzenoid
Vinylogous ester
Dihydrofuran
Ketone
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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

Not Available

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	0.0098 g/L	ALOGPS
logP	4.32	ALOGPS
logP	3.89	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.37 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	86.41 m³·mol⁻¹	ChemAxon
Polarizability	33.22 Å³	ChemAxon
Number of Rings	4	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	splash10-014i-1290000000-f7743f6d06f474b84ea0	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0090000000-6c008adace2f8f56e0f4	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a6s-2290000000-ec20e442b4567e2f6f11	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-6930000000-d08515026608b82d6a54	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0090000000-cd3cc2fb7ff68d188783	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0090000000-8c45a9b3b1be6fcdf320	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0gw0-1390000000-5cd643541f2f8a50cfbe	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0090000000-227502f8cadf6b5e8f26	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0090000000-8219942a4fecc9126f24	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014l-0190000000-0e5b44be65a2a7a226cc	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0090000000-db72210c281b6deac77d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00kb-0090000000-cc16cf326343e6a2f756	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00n0-0190000000-001e2e19034ee4a15c10	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
1224.0 Log mg/kg [690:2200]	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

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000306	Antibiotics?Antibiotics are synthetic or semi-synthetic compounds used to treat bacterial infections in humans and animals.	Healthcare, pharmaceuticals & veterinary products	Not Available
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
CEDs000549	Preparation Of Wine Or Sparkling Wine?The preparation of wine or sparkling wine involves various stages, including fermentation, aging, and bottling, which can introduce potential sources of synthetic chemical contamination.	Food, food processing & cookware	PubChem
CEDs000563	Soap Detergents?Soap detergents are synthetic surfactants designed to enhance the cleaning efficacy of water by reducing surface tension, allowing for better interaction with dirt and grease.	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
CEDs000606	Plant Growth Regulators?Plant Growth Regulators (PGRs) are synthetic chemicals designed to influence the growth and development of plants.	Agriculture & land management	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
CEDs000615	Eye Makeup Products?Eye makeup products, including mascaras, eyeliners, and eyeshadows, often contain a variety of synthetic chemicals such as pigments, preservatives, and film-forming agents.	Personal care & cosmetics	PubChem
CEDs000617	Lip Care Products?Lip care products, including lipsticks, balms, and glosses, often contain a variety of synthetic chemicals such as parabens, phthalates, and synthetic fragrances.	Personal care & cosmetics	PubChem
CEDs000618	Lip Makeup Products?Lip makeup products, such as lipsticks, lip glosses, and lip liners, often contain a variety of synthetic chemicals, including pigments, preservatives, and emollients.	Personal care & cosmetics	PubChem
CEDs000678	Nitrogenous Fertilisers?Nitrogenous fertilizers are synthetic chemical compounds primarily used to enhance plant growth by supplying essential nitrogen, a crucial nutrient for photosynthesis and protein synthesis.	Agriculture & land management	PubChem
CEDs000679	Phosphatic Fertilisers?Phosphatic fertilizers are synthetic chemical products primarily composed of phosphorus, which is essential for plant growth.	Agriculture & land management	PubChem
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem

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	Replicase polyprotein 1ab	P0DTD1	SARS-CoV-2	Predicted (SEA)	Prediction Confidence Score 0.579 Applicability Domain 1.0 Statistical Significance 4.00e-04 Supporting Reference Compounds 215 E-value 3.11397
Click to view 3D structure	Cocaine esterase	O00748	Humans	Predicted (SEA)	Prediction Confidence Score 0.579 Applicability Domain 1.0 Statistical Significance 1.00e-05 Supporting Reference Compounds 40 E-value 0.0778492
Click to view 3D structure	Indoleamine 2,3-dioxygenase 1	P14902	Humans	Predicted (SEA)	Prediction Confidence Score 0.551 Applicability Domain 1.0 Statistical Significance 4.00e-04 Supporting Reference Compounds 108 E-value 3.11397
Click to view 3D structure	Liver carboxylesterase 1	P23141	Humans	Predicted (SEA)	Prediction Confidence Score 0.547 Applicability Domain 1.0 Statistical Significance 2.90e-04 Supporting Reference Compounds 55 E-value 2.25763
Click to view 3D structure	Tryptophan 2,3-dioxygenase	P48775	Humans	Predicted (SEA)	Prediction Confidence Score 0.533 Applicability Domain 1.0 Statistical Significance 4.00e-05 Supporting Reference Compounds 40 E-value 0.311397
Click to view 3D structure	Aldo-keto reductase family 1 member B1	P07943	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.513 Applicability Domain 1.0 Statistical Significance 2.90e-04 Supporting Reference Compounds 70 E-value 2.25763
Click to view 3D structure	Replicase polyprotein 1a	P0C6U8	SARS-CoV	Predicted (SEA)	Prediction Confidence Score 0.489 Applicability Domain 1.0 Statistical Significance 2.20e-04 Supporting Reference Compounds 27 E-value 1.71268
Click to view 3D structure	Acetylcholinesterase	P22303	Humans	Predicted (SEA)	Prediction Confidence Score 0.455 Applicability Domain 1.0 Statistical Significance 0.0044 Supporting Reference Compounds 406 E-value 34.4094
Click to view 3D structure	Histone-lysine N-methyltransferase, H3 lysine-36 specific	Q96L73	Humans	Predicted (SEA)	Prediction Confidence Score 0.422 Applicability Domain 1.0 Statistical Significance 1.00e-05 Supporting Reference Compounds 16 E-value 0.0778492
Click to view 3D structure	Streptokinase A	P10520	Streptococcus pyogenes serotype M1	Predicted (SEA)	Prediction Confidence Score 0.358 Applicability Domain 1.0 Statistical Significance 0.0042 Supporting Reference Compounds 425 E-value 32.7745
Click to view 3D structure	Signal transducer and activator of transcription 3	P40763	Humans	Predicted (SEA)	Prediction Confidence Score 0.333 Applicability Domain 1.0 Statistical Significance 8.70e-04 Supporting Reference Compounds 93 E-value 6.77288
Click to view 3D structure	Tyrosine-protein phosphatase non-receptor type 11	Q06124	Humans	Predicted (SEA)	Prediction Confidence Score 0.331 Applicability Domain 0.577 Statistical Significance 0.0023 Supporting Reference Compounds 109 E-value 17.9053
Click to view 3D structure	Tyrosine-protein phosphatase non-receptor type 6	P29350	Humans	Predicted (SEA)	Prediction Confidence Score 0.327 Applicability Domain 0.577 Statistical Significance 2.50e-04 Supporting Reference Compounds 42 E-value 1.94623
Click to view 3D structure	NACHT, LRR and PYD domains-containing protein 3	Q8R4B8	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.308 Applicability Domain 0.577 Statistical Significance 8.10e-04 Supporting Reference Compounds 29 E-value 6.30579
Click to view 3D structure	Lysine-specific histone demethylase 1A	O60341	Humans	Predicted (SEA)	Prediction Confidence Score 0.306 Applicability Domain 1.0 Statistical Significance 0.0082 Supporting Reference Compounds 85 E-value 63.6807
Click to view 3D structure	Peroxisome proliferator-activated receptor gamma	P37231	Humans	Predicted (SEA)	Prediction Confidence Score 0.261 Applicability Domain 0.577 Statistical Significance 0.0665 Supporting Reference Compounds 192 E-value 517.464
Click to view 3D structure	Aldo-keto reductase family 1 member B1	P15121	Humans	Predicted (SEA)	Prediction Confidence Score 0.258 Applicability Domain 0.577 Statistical Significance 0.0203 Supporting Reference Compounds 84 E-value 157.723
Click to view 3D structure	Apoptotic protease-activating factor 1	O14727	Humans	Predicted (SEA)	Prediction Confidence Score 0.255 Applicability Domain 0.577 Statistical Significance 0.0148 Supporting Reference Compounds 112 E-value 115.295
Click to view 3D structure	Retinoic acid receptor RXR-alpha	P19793	Humans	Predicted (SEA)	Prediction Confidence Score 0.236 Applicability Domain 0.277 Low confidence Statistical Significance 0.0276 Supporting Reference Compounds 82 E-value 214.63
Click to view 3D structure	Telomerase reverse transcriptase	O14746	Humans	Predicted (SEA)	Prediction Confidence Score 0.235 Applicability Domain 0.577 Statistical Significance 0.0017 Supporting Reference Compounds 21 E-value 13.5458
Click to view 3D structure	M-phase inducer phosphatase 2	P30305	Humans	Predicted (SEA)	Prediction Confidence Score 0.234 Applicability Domain 0.4 Statistical Significance 0.0145 Supporting Reference Compounds 50 E-value 112.57
Click to view 3D structure	Retinoic acid receptor RXR-gamma	P28705	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.232 Applicability Domain 0.277 Low confidence Statistical Significance 0.0024 Supporting Reference Compounds 20 E-value 18.7617
Click to view 3D structure	Retinoic acid receptor RXR-beta	P28704	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.232 Applicability Domain 0.277 Low confidence Statistical Significance 0.0024 Supporting Reference Compounds 19 E-value 18.606
Click to view 3D structure	Retinoic acid receptor alpha	P10276	Humans	Predicted (SEA)	Prediction Confidence Score 0.23 Applicability Domain 0.277 Low confidence Statistical Significance 0.0329 Supporting Reference Compounds 53 E-value 256.124
Click to view 3D structure	Phospholipase A2 alpha	P00623	Crotalus adamanteus	Predicted (SEA)	Prediction Confidence Score 0.229 Applicability Domain 0.229 Low confidence Statistical Significance 1.60e-04 Supporting Reference Compounds 1 E-value 1.24559