(2S,4aS,7R,8aR)-7-(2-hydroxypropan-2-yl)-4a,8a-dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-2-ol

Details

• Internal ID: 15be0483-bab0-4328-8f1f-2f482a602019
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2S,4aS,7R,8aR)-7-(2-hydroxypropan-2-yl)-4a,8a-dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-2-ol
• SMILES (Canonical): CC12CCC(CC1(CC(CC2)O)C)C(C)(C)O
• SMILES (Isomeric): C[C@@]12CC[C@H](C[C@@]1(C[C@H](CC2)O)C)C(C)(C)O
• InChI: InChI=1S/C15H28O2/c1-13(2,17)11-5-7-14(3)8-6-12(16)10-15(14,4)9-11/h11-12,16-17H,5-10H2,1-4H3/t11-,12+,14+,15-/m1/s1
• InChI Key: VGSLLDHUYDRUSE-PAPYEOQZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₈O₂
• Molecular Weight: 240.38 g/mol
• Exact Mass: 240.208930132 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.8064	80.64%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6224	62.24%
OATP2B1 inhibitior	-	0.8466	84.66%
OATP1B1 inhibitior	+	0.9230	92.30%
OATP1B3 inhibitior	+	0.9703	97.03%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7880	78.80%
P-glycoprotein inhibitior	-	0.9272	92.72%
P-glycoprotein substrate	-	0.8503	85.03%
CYP3A4 substrate	+	0.5685	56.85%
CYP2C9 substrate	+	0.5942	59.42%
CYP2D6 substrate	-	0.7034	70.34%
CYP3A4 inhibition	-	0.8949	89.49%
CYP2C9 inhibition	-	0.8823	88.23%
CYP2C19 inhibition	-	0.8620	86.20%
CYP2D6 inhibition	-	0.9677	96.77%
CYP1A2 inhibition	+	0.5070	50.70%
CYP2C8 inhibition	-	0.9045	90.45%
CYP inhibitory promiscuity	-	0.9204	92.04%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6638	66.38%
Eye corrosion	-	0.9720	97.20%
Eye irritation	+	0.6552	65.52%
Skin irritation	+	0.5320	53.20%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.7637	76.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6651	66.51%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.5062	50.62%
skin sensitisation	+	0.5806	58.06%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.5980	59.80%
Acute Oral Toxicity (c)	III	0.8818	88.18%
Estrogen receptor binding	-	0.5654	56.54%
Androgen receptor binding	-	0.6795	67.95%
Thyroid receptor binding	-	0.5466	54.66%
Glucocorticoid receptor binding	+	0.5570	55.70%
Aromatase binding	+	0.5617	56.17%
PPAR gamma	-	0.8585	85.85%
Honey bee toxicity	-	0.8288	82.88%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9452	94.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.43%	97.25%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	91.99%	100.00%
CHEMBL1871	P10275	Androgen Receptor	89.97%	96.43%
CHEMBL1937	Q92769	Histone deacetylase 2	89.40%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.30%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.52%	91.11%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.30%	91.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.00%	95.89%
CHEMBL234	P35462	Dopamine D3 receptor	83.93%	90.48%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.34%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	83.15%	95.38%
CHEMBL2996	Q05655	Protein kinase C delta	82.08%	97.79%
CHEMBL2581	P07339	Cathepsin D	80.13%	98.95%

Plants that contains it

• Solanum melongena

Cross-Links

• PubChem: 162946613
• LOTUS: LTS0228169
• wikiData: Q105285998