2-[(2R,4aS,6R,8aS)-6-hydroxy-4a-methyl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-2-yl]prop-2-enoic acid

Details

• Internal ID: 4384358f-88b5-4bd5-95de-7ab301f89342
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols
• IUPAC Name: 2-[(2R,4aS,6R,8aS)-6-hydroxy-4a-methyl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-2-yl]prop-2-enoic acid
• SMILES (Canonical): CC12CCC(CC1C=CC(C2)O)C(=C)C(=O)O
• SMILES (Isomeric): C[C@@]12CC[C@H](C[C@H]1C=C[C@@H](C2)O)C(=C)C(=O)O
• InChI: InChI=1S/C14H20O3/c1-9(13(16)17)10-5-6-14(2)8-12(15)4-3-11(14)7-10/h3-4,10-12,15H,1,5-8H2,2H3,(H,16,17)/t10-,11-,12+,14+/m1/s1
• InChI Key: GAZLXCUGSNLNIA-NMKXLXIOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₃
• Molecular Weight: 236.31 g/mol
• Exact Mass: 236.14124450 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.6079	60.79%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6913	69.13%
OATP2B1 inhibitior	-	0.8534	85.34%
OATP1B1 inhibitior	+	0.9229	92.29%
OATP1B3 inhibitior	+	0.9333	93.33%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5181	51.81%
BSEP inhibitior	-	0.9222	92.22%
P-glycoprotein inhibitior	-	0.9605	96.05%
P-glycoprotein substrate	-	0.8477	84.77%
CYP3A4 substrate	+	0.5638	56.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8836	88.36%
CYP3A4 inhibition	-	0.7951	79.51%
CYP2C9 inhibition	-	0.9073	90.73%
CYP2C19 inhibition	-	0.8177	81.77%
CYP2D6 inhibition	-	0.9220	92.20%
CYP1A2 inhibition	-	0.8040	80.40%
CYP2C8 inhibition	-	0.8533	85.33%
CYP inhibitory promiscuity	-	0.9258	92.58%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5420	54.20%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.7907	79.07%
Skin irritation	-	0.5263	52.63%
Skin corrosion	-	0.9362	93.62%
Ames mutagenesis	-	0.5737	57.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5892	58.92%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	+	0.5199	51.99%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6301	63.01%
Acute Oral Toxicity (c)	III	0.7920	79.20%
Estrogen receptor binding	+	0.5872	58.72%
Androgen receptor binding	-	0.6031	60.31%
Thyroid receptor binding	-	0.6062	60.62%
Glucocorticoid receptor binding	+	0.7162	71.62%
Aromatase binding	-	0.5639	56.39%
PPAR gamma	-	0.5266	52.66%
Honey bee toxicity	-	0.8773	87.73%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9909	99.09%

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	95.27%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.00%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	93.70%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.20%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.67%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	84.36%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.65%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.63%	95.89%

Plants that contains it

• Dittrichia graveolens

Cross-Links

• PubChem: 163097343
• LOTUS: LTS0093638
• wikiData: Q105005726