(E)-3-[(5S,7S,7aS)-3,7-dimethyl-2,4,5,6,7,7a-hexahydro-1H-inden-5-yl]-2-methylprop-2-enoic acid

Details

• Internal ID: 26e57bad-5b75-4e52-9727-9d772a54295b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (E)-3-[(5S,7S,7aS)-3,7-dimethyl-2,4,5,6,7,7a-hexahydro-1H-inden-5-yl]-2-methylprop-2-enoic acid
• SMILES (Canonical): CC1CC(CC2=C(CCC12)C)C=C(C)C(=O)O
• SMILES (Isomeric): C[C@H]1C[C@@H](CC2=C(CC[C@@H]12)C)/C=C(\C)/C(=O)O
• InChI: InChI=1S/C15H22O2/c1-9-4-5-13-10(2)6-12(8-14(9)13)7-11(3)15(16)17/h7,10,12-13H,4-6,8H2,1-3H3,(H,16,17)/b11-7+/t10-,12+,13-/m0/s1
• InChI Key: KEXOELSKKSEHAC-GQRGDYHCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.79
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8479	84.79%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Plasma membrane	0.5539	55.39%
OATP2B1 inhibitior	-	0.8513	85.13%
OATP1B1 inhibitior	+	0.9120	91.20%
OATP1B3 inhibitior	+	0.8882	88.82%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8881	88.81%
P-glycoprotein inhibitior	-	0.9368	93.68%
P-glycoprotein substrate	-	0.8493	84.93%
CYP3A4 substrate	+	0.5270	52.70%
CYP2C9 substrate	-	0.5618	56.18%
CYP2D6 substrate	-	0.9140	91.40%
CYP3A4 inhibition	-	0.8961	89.61%
CYP2C9 inhibition	-	0.7437	74.37%
CYP2C19 inhibition	-	0.7671	76.71%
CYP2D6 inhibition	-	0.9253	92.53%
CYP1A2 inhibition	-	0.6404	64.04%
CYP2C8 inhibition	-	0.7290	72.90%
CYP inhibitory promiscuity	-	0.9217	92.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6031	60.31%
Eye corrosion	-	0.9031	90.31%
Eye irritation	-	0.8279	82.79%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9838	98.38%
Ames mutagenesis	-	0.7147	71.47%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5627	56.27%
skin sensitisation	+	0.7118	71.18%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7824	78.24%
Acute Oral Toxicity (c)	III	0.8288	82.88%
Estrogen receptor binding	-	0.8809	88.09%
Androgen receptor binding	+	0.5910	59.10%
Thyroid receptor binding	-	0.7312	73.12%
Glucocorticoid receptor binding	-	0.8263	82.63%
Aromatase binding	-	0.7286	72.86%
PPAR gamma	-	0.6049	60.49%
Honey bee toxicity	-	0.8754	87.54%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9948	99.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.91%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.82%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	87.29%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.67%	97.09%
CHEMBL2581	P07339	Cathepsin D	82.39%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.08%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.87%	93.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.63%	93.56%
CHEMBL284	P27487	Dipeptidyl peptidase IV	80.94%	95.69%

Plants that contains it

• Valeriana jatamansi

Cross-Links

• PubChem: 163019098
• LOTUS: LTS0134535
• wikiData: Q105140244