(2S)-2-[(4aR,8S,8aR)-4a,8-dimethyl-4,5,6,7,8,8a-hexahydro-1H-naphthalen-2-yl]propane-1,2-diol

Details

• Internal ID: 7522e84a-aafb-43f8-a249-102553d4de6b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2S)-2-[(4aR,8S,8aR)-4a,8-dimethyl-4,5,6,7,8,8a-hexahydro-1H-naphthalen-2-yl]propane-1,2-diol
• SMILES (Canonical): CC1CCCC2(C1CC(=CC2)C(C)(CO)O)C
• SMILES (Isomeric): C[C@H]1CCC[C@]2([C@@H]1CC(=CC2)[C@@](C)(CO)O)C
• InChI: InChI=1S/C15H26O2/c1-11-5-4-7-14(2)8-6-12(9-13(11)14)15(3,17)10-16/h6,11,13,16-17H,4-5,7-10H2,1-3H3/t11-,13+,14+,15+/m0/s1
• InChI Key: RDBMSERFRDSITF-ZGKBOVNRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37 g/mol
• Exact Mass: 238.193280068 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.89
• 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	+	0.9904	99.04%
Caco-2	+	0.7543	75.43%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Lysosomes	0.4763	47.63%
OATP2B1 inhibitior	-	0.8524	85.24%
OATP1B1 inhibitior	+	0.8849	88.49%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7094	70.94%
P-glycoprotein inhibitior	-	0.9223	92.23%
P-glycoprotein substrate	-	0.7778	77.78%
CYP3A4 substrate	+	0.5851	58.51%
CYP2C9 substrate	-	0.5618	56.18%
CYP2D6 substrate	-	0.7902	79.02%
CYP3A4 inhibition	-	0.6005	60.05%
CYP2C9 inhibition	-	0.7275	72.75%
CYP2C19 inhibition	-	0.7303	73.03%
CYP2D6 inhibition	-	0.8960	89.60%
CYP1A2 inhibition	-	0.7762	77.62%
CYP2C8 inhibition	-	0.6219	62.19%
CYP inhibitory promiscuity	-	0.7871	78.71%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6925	69.25%
Eye corrosion	-	0.9808	98.08%
Eye irritation	-	0.9102	91.02%
Skin irritation	-	0.7554	75.54%
Skin corrosion	-	0.9749	97.49%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6279	62.79%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5801	58.01%
skin sensitisation	-	0.5644	56.44%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8634	86.34%
Acute Oral Toxicity (c)	III	0.7182	71.82%
Estrogen receptor binding	-	0.7461	74.61%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5557	55.57%
Glucocorticoid receptor binding	-	0.5107	51.07%
Aromatase binding	-	0.5812	58.12%
PPAR gamma	-	0.8305	83.05%
Honey bee toxicity	-	0.9268	92.68%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9116	91.16%

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	99.27%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.45%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.80%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.06%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	90.66%	97.79%
CHEMBL2581	P07339	Cathepsin D	87.55%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.82%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.35%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.55%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.08%	92.94%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.37%	100.00%
CHEMBL1977	P11473	Vitamin D receptor	81.06%	99.43%

Plants that contains it

• Epaltes brasiliensis

Cross-Links

• PubChem: 162993955
• LOTUS: LTS0075414
• wikiData: Q105234130