(4aS,7S,8S,8aR)-8-[(3S)-5-hydroxy-3-methylpentyl]-7,8-dimethyl-1,2,5,6,7,8a-hexahydronaphthalene-4a-carboxylic acid

Details

• Internal ID: b44dd032-3dab-49bf-9ef9-f9a19b754590
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: (4aS,7S,8S,8aR)-8-[(3S)-5-hydroxy-3-methylpentyl]-7,8-dimethyl-1,2,5,6,7,8a-hexahydronaphthalene-4a-carboxylic acid
• SMILES (Canonical): CC1CCC2(C=CCCC2C1(C)CCC(C)CCO)C(=O)O
• SMILES (Isomeric): C[C@H]1CC[C@@]2(C=CCC[C@@H]2[C@@]1(C)CC[C@H](C)CCO)C(=O)O
• InChI: InChI=1S/C19H32O3/c1-14(9-13-20)7-11-18(3)15(2)8-12-19(17(21)22)10-5-4-6-16(18)19/h5,10,14-16,20H,4,6-9,11-13H2,1-3H3,(H,21,22)/t14-,15-,16+,18-,19+/m0/s1
• InChI Key: RYUFMPOCWAHQKU-MQOOWTBDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₂O₃
• Molecular Weight: 308.50 g/mol
• Exact Mass: 308.23514488 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.26
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9927	99.27%
Caco-2	+	0.6235	62.35%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6882	68.82%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.8848	88.48%
OATP1B3 inhibitior	+	0.9006	90.06%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5991	59.91%
BSEP inhibitior	+	0.5942	59.42%
P-glycoprotein inhibitior	-	0.8803	88.03%
P-glycoprotein substrate	-	0.6472	64.72%
CYP3A4 substrate	+	0.5771	57.71%
CYP2C9 substrate	-	0.6121	61.21%
CYP2D6 substrate	-	0.8714	87.14%
CYP3A4 inhibition	-	0.6212	62.12%
CYP2C9 inhibition	-	0.8186	81.86%
CYP2C19 inhibition	-	0.9177	91.77%
CYP2D6 inhibition	-	0.9483	94.83%
CYP1A2 inhibition	-	0.7838	78.38%
CYP2C8 inhibition	-	0.7624	76.24%
CYP inhibitory promiscuity	-	0.8742	87.42%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6915	69.15%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.9490	94.90%
Skin irritation	-	0.7037	70.37%
Skin corrosion	-	0.9777	97.77%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5506	55.06%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6348	63.48%
skin sensitisation	-	0.7027	70.27%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6654	66.54%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.4525	45.25%
Acute Oral Toxicity (c)	III	0.6756	67.56%
Estrogen receptor binding	+	0.8372	83.72%
Androgen receptor binding	-	0.5370	53.70%
Thyroid receptor binding	+	0.7341	73.41%
Glucocorticoid receptor binding	+	0.6979	69.79%
Aromatase binding	+	0.6629	66.29%
PPAR gamma	-	0.5468	54.68%
Honey bee toxicity	-	0.9113	91.13%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9911	99.11%

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	96.11%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.93%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.08%	91.11%
CHEMBL2581	P07339	Cathepsin D	84.16%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.67%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.19%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	81.04%	91.19%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.97%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.07%	94.45%

Plants that contains it

• Cistus monspeliensis

Cross-Links

• PubChem: 162937567
• LOTUS: LTS0015614
• wikiData: Q105248141