Auxin a (CED0001092)

Record Information

Version

1.0

Creation Date

2016-05-26 02:57:38 UTC

Update Date

2026-04-04 19:06:36 UTC

SynCED ID

CED0001092

Secondary Accession Numbers

CHEM031838

Identification

Common Name

Auxin a

Class

Small Molecule

Description

Auxin a belongs to the monoterpenoids, a subclass of prenol lipids within the organic compounds. This compound has the formula C18H32O5 and an average molecular weight of 328.44 g/mol. It is classified within the superclass of lipids and lipid-like molecules.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
5-(2,4-Di-sec-butyl-cyclopent-5-enyl)-2,3,5-trihydroxy-valeric acid	ChEBI
5-(3,5-Di-sec-butylcyclopent-1-enyl)-2,3,5-trihydroxyvaleric acid	ChEBI
5-C-(3,5-Bis(1-methylpropyl)-1-cyclopenten-1-yl)-4-deoxy-pentonic acid	ChEBI
Auxen triolic acid	ChEBI
Auxentriolic acid	ChEBI
Auxin-a	ChEBI
5-(2,4-Di-sec-butyl-cyclopent-5-enyl)-2,3,5-trihydroxy-valerate	Generator
5-(3,5-Di-sec-butylcyclopent-1-enyl)-2,3,5-trihydroxyvalerate	Generator
5-C-(3,5-Bis(1-methylpropyl)-1-cyclopenten-1-yl)-4-deoxy-pentonate	Generator
Auxen triolate	Generator
Auxentriolate	Generator
Acids, indolylacetic	HMDB
Auxin	HMDB
Indoleacetic acids	HMDB
Auxins	HMDB
Acids, indoleacetic	HMDB
Indolylacetic acids	HMDB
5-[3,5-Bis(butan-2-yl)cyclopent-1-en-1-yl]-2,3,5-trihydroxypentanoate	HMDB

Chemical Formula

C₁₈H₃₂O₅

Average Molecular Mass

328.444 g/mol

Monoisotopic Mass

328.225 g/mol

CAS Registry Number

491-14-5

IUPAC Name

5-[3,5-bis(butan-2-yl)cyclopent-1-en-1-yl]-2,3,5-trihydroxypentanoic acid

Traditional Name

5-[3,5-bis(sec-butyl)cyclopent-1-en-1-yl]-2,3,5-trihydroxypentanoic acid

SMILES

CCC(C)C1CC(C(C)CC)C(=C1)C(O)CC(O)C(O)C(O)=O

InChI Identifier

InChI=1S/C18H32O5/c1-5-10(3)12-7-13(11(4)6-2)14(8-12)15(19)9-16(20)17(21)18(22)23/h8,10-13,15-17,19-21H,5-7,9H2,1-4H3,(H,22,23)

InChI Key

RKOUCPMGBBKLNK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Monocyclic monoterpenoids

Alternative Parents

Substituents

Monocyclic monoterpenoid
Medium-chain hydroxy acid
Medium-chain fatty acid
Beta-hydroxy acid
Hydroxy fatty acid
Alpha-hydroxy acid
Hydroxy acid
Fatty acyl
Monosaccharide
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Polyol
Monocarboxylic acid or derivatives
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organic oxide
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic 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

auxin (PMC8087657 )?
plant hormone (PMC10385130 , PMC6151159 )?
plant growth regulator (PMC8509026 )?A chemical, not endogenous to plants, that controls the rate of growth or maturation of plants, especially fruits and vegetables. (EPA).
growth regulator (PMC7355475 )?

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	0.51 g/L	ALOGPS
logP	3	ALOGPS
logP	2.24	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.79	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	89.4 m³·mol⁻¹	ChemAxon
Polarizability	36.44 Å³	ChemAxon
Number of Rings	1	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	splash10-03fs-8694000000-2d35c05df67e8b959530	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0zfr-5022197000-aea91607506891fc1dc2	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	splash10-03fu-0198000000-96abea4dfa87529fb828	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4l-1291000000-fa556f72c2005293532f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-9430000000-e6d21fcf98ed47739931	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-4297000000-986195f9ca9e0e895996	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ayi-4290000000-fae70c80e633627d3c1f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-05i0-9150000000-503ad70891bf9201b4e0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-056r-0019000000-95245e0314849ad29cbb	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-056r-9171000000-d6ad5da9d6fe3112435b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-2930000000-6a7301ca3bba8060a7a8	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-0289000000-0a473c8121ab47402c74	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00fr-0910000000-eaf6d600df373ecb4034	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-9210000000-edf209bbae72dc344554	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
6148.0 Log mg/kg [3500:11000]	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
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
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
CEDs000606	Plant Growth Regulators?Plant Growth Regulators (PGRs) are synthetic chemicals designed to influence the growth and development of plants.	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
CEDs000717	Fountain Pens?Fountain pens utilize a liquid ink that often contains synthetic chemicals, including dyes, pigments, and solvents, which can contribute to environmental contamination.	Paper, pulp & fiber products	PubChem
CEDs000720	Ink Reservoir Pens2?Ink reservoir pens are writing instruments that utilize a reservoir to store ink, which is often composed of synthetic dyes, solvents, and additives.	Paper, pulp & fiber products	PubChem
CEDs00782	Rhizosphere	Agriculture & land management	PMC10329457
CEDs01151	Fruits	Food, food processing & cookware	PMC4750175
CEDs01183	Wheat	Food, food processing & cookware	PMC12377090
CEDs01208	Fruit	Food, food processing & cookware	PMC4750175
CEDs01479	Fruit Tissues	Food, food processing & cookware	PMC12420533
CEDs01554	Wheat Leaves	Food, food processing & cookware	PMC7407403
CEDs02255	Water	Aquatic systems & sediments	PMC13467797
CEDs02298	Aquatic Ecosystem	Aquatic systems & sediments	PMC13467797

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	Ribose-5-phosphate isomerase B	P9WKD7	Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)	Predicted (SEA)	Prediction Confidence Score 0.231 Applicability Domain 0.231 Low confidence Statistical Significance 1.60e-04 Supporting Reference Compounds 1 E-value 1.24559
Click to view 3D structure	Beta-2 adrenergic receptor	P07550	Humans	Predicted (SEA)	Prediction Confidence Score 0.228 Applicability Domain 0.254 Low confidence Statistical Significance 0.2338 Supporting Reference Compounds 258 E-value 1820.19
Click to view 3D structure	6-phosphogluconolactonase	Q9GRG6	Trypanosoma brucei	Predicted (SEA)	Prediction Confidence Score 0.226 Applicability Domain 0.226 Low confidence Statistical Significance 1.50e-04 Supporting Reference Compounds 1 E-value 1.16774
Click to view 3D structure	Cytosol aminopeptidase	P00727	Bos taurus	Predicted (SEA)	Prediction Confidence Score 0.222 Applicability Domain 0.222 Low confidence Statistical Significance 0.0358 Supporting Reference Compounds 1 E-value 278.856
Click to view 3D structure	Aminopeptidase N	P15144	Humans	Predicted (SEA)	Prediction Confidence Score 0.216 Applicability Domain 0.225 Low confidence Statistical Significance 0.0823 Supporting Reference Compounds 42 E-value 641.088
Click to view 3D structure	Protein-cysteine N-palmitoyltransferase HHAT	Q5VTY9	Humans	Predicted (SEA)	Prediction Confidence Score 0.214 Applicability Domain 0.218 Low confidence Statistical Significance 0.0025 Supporting Reference Compounds 2 E-value 19.3066
Click to view 3D structure	72 kDa type IV collagenase	P08253	Humans	Predicted (SEA)	Prediction Confidence Score 0.208 Applicability Domain 0.225 Low confidence Statistical Significance 0.5096 Supporting Reference Compounds 400 E-value 3967.51
Click to view 3D structure	Leukotriene A-4 hydrolase	P09960	Humans	Predicted (SEA)	Prediction Confidence Score 0.207 Applicability Domain 0.225 Low confidence Statistical Significance 0.18 Supporting Reference Compounds 51 E-value 1401.68
Click to view 3D structure	Kynureninase	P70712	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.207 Applicability Domain 0.207 Low confidence Statistical Significance 0.0106 Supporting Reference Compounds 1 E-value 82.7537
Click to view 3D structure	Cytosol aminopeptidase	P28838	Humans	Predicted (SEA)	Prediction Confidence Score 0.207 Applicability Domain 0.225 Low confidence Statistical Significance 0.0661 Supporting Reference Compounds 18 E-value 514.428
Click to view 3D structure	Neuraminidase	P03468	Influenza A virus (A/Puerto Rico/8/1934(H1N1))	Predicted (SEA)	Prediction Confidence Score 0.206 Applicability Domain 0.215 Low confidence Statistical Significance 0.0175 Supporting Reference Compounds 34 E-value 136.548
Click to view 3D structure	Neuraminidase	A5Z252	Influenza A virus	Predicted (SEA)	Prediction Confidence Score 0.206 Applicability Domain 0.215 Low confidence Statistical Significance 0.0132 Supporting Reference Compounds 18 E-value 102.761
Click to view 3D structure	Neuraminidase	B4URF0	Influenza A virus	Predicted (SEA)	Prediction Confidence Score 0.206 Applicability Domain 0.215 Low confidence Statistical Significance 0.0209 Supporting Reference Compounds 42 E-value 163.016
Click to view 3D structure	Prostaglandin G/H synthase 1	P23219	Humans	Predicted (SEA)	Prediction Confidence Score 0.204 Applicability Domain 0.217 Low confidence Statistical Significance 0.3068 Supporting Reference Compounds 136 E-value 2388.8
Click to view 3D structure	Angiotensin-converting enzyme	P12821	Humans	Predicted (SEA)	Prediction Confidence Score 0.203 Applicability Domain 0.21 Low confidence Statistical Significance 0.1514 Supporting Reference Compounds 46 E-value 1178.56
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Predicted (SEA)	Prediction Confidence Score 0.202 Applicability Domain 0.228 Low confidence Statistical Significance 0.667 Supporting Reference Compounds 451 E-value 5192.78
Click to view 3D structure	Angiotensin-converting enzyme	P12822	Oryctolagus cuniculus	Predicted (SEA)	Prediction Confidence Score 0.202 Applicability Domain 0.209 Low confidence Statistical Significance 0.1154 Supporting Reference Compounds 26 E-value 898.38
Click to view 3D structure	Neuraminidase	P03469	Influenza A virus (strain A/USSR/90/1977 H1N1)	Predicted (SEA)	Prediction Confidence Score 0.201 Applicability Domain 0.215 Low confidence Statistical Significance 0.0128 Supporting Reference Compounds 13 E-value 99.5692
Click to view 3D structure	Prostaglandin G/H synthase 2	P35354	Humans	Predicted (SEA)	Prediction Confidence Score 0.201 Applicability Domain 0.217 Low confidence Statistical Significance 0.4501 Supporting Reference Compounds 201 E-value 3503.84
Click to view 3D structure	Ceramide transfer protein	Q9Y5P4	Humans	Predicted (SEA)	Prediction Confidence Score 0.2 Applicability Domain 0.2 Low confidence Statistical Significance 0.034 Supporting Reference Compounds 1 E-value 264.376
Click to view 3D structure	Neuraminidase	C4LRQ6	Influenza A virus	Predicted (SEA)	Prediction Confidence Score 0.199 Applicability Domain 0.215 Low confidence Statistical Significance 0.0031 Supporting Reference Compounds 9 E-value 23.9776
Click to view 3D structure	Alpha-2B adrenergic receptor	P18089	Humans	Predicted (SEA)	Prediction Confidence Score 0.199 Applicability Domain 0.228 Low confidence Statistical Significance 0.6102 Supporting Reference Compounds 340 E-value 4750.44
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	Prediction Confidence Score 0.199 Applicability Domain 0.224 Low confidence Statistical Significance 0.7503 Supporting Reference Compounds 562 E-value 5841.18
Click to view 3D structure	Interstitial collagenase	P03956	Humans	Predicted (SEA)	Prediction Confidence Score 0.198 Applicability Domain 0.212 Low confidence Statistical Significance 0.5318 Supporting Reference Compounds 258 E-value 4140.33
Click to view 3D structure	Matrix metalloproteinase-9	P14780	Humans	Predicted (SEA)	Prediction Confidence Score 0.198 Applicability Domain 0.225 Low confidence Statistical Significance 0.5517 Supporting Reference Compounds 292 E-value 4295.1
Click to view 3D structure	Peroxisomal N(1)-acetyl-spermine/spermidine oxidase	Q6QHF9	Humans	Known	Not Available