2-(4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-2-yl)propane-1,2-diol

Details

• Internal ID: b253d1cb-41e5-4919-9b95-de8416a7f012
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 2-(4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-2-yl)propane-1,2-diol
• SMILES (Canonical): CC1=CCCC2(C1CC(CC2)C(C)(CO)O)C
• SMILES (Isomeric): CC1=CCCC2(C1CC(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/h5,12-13,16-17H,4,6-10H2,1-3H3
• InChI Key: OHQSBUVAUCVABU-UHFFFAOYSA-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: 2.50
• 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	+	0.6965	69.65%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.4763	47.63%
OATP2B1 inhibitior	-	0.8486	84.86%
OATP1B1 inhibitior	+	0.9290	92.90%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5576	55.76%
P-glycoprotein inhibitior	-	0.9591	95.91%
P-glycoprotein substrate	-	0.8223	82.23%
CYP3A4 substrate	+	0.5561	55.61%
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	-	0.5932	59.32%
CYP inhibitory promiscuity	-	0.7871	78.71%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6925	69.25%
Eye corrosion	-	0.9808	98.08%
Eye irritation	-	0.9254	92.54%
Skin irritation	-	0.7554	75.54%
Skin corrosion	-	0.9749	97.49%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6343	63.43%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5058	50.58%
skin sensitisation	-	0.5644	56.44%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6707	67.07%
Acute Oral Toxicity (c)	III	0.7182	71.82%
Estrogen receptor binding	-	0.7823	78.23%
Androgen receptor binding	-	0.7014	70.14%
Thyroid receptor binding	-	0.5467	54.67%
Glucocorticoid receptor binding	+	0.6342	63.42%
Aromatase binding	-	0.7486	74.86%
PPAR gamma	-	0.7537	75.37%
Honey bee toxicity	-	0.9046	90.46%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
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	99.66%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.53%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.84%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	89.75%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.49%	91.11%
CHEMBL1871	P10275	Androgen Receptor	87.40%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.31%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.98%	96.61%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.58%	93.04%
CHEMBL2581	P07339	Cathepsin D	81.27%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.41%	95.89%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.40%	90.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.16%	92.94%

Plants that contains it

• Cassinia uncata

Cross-Links

• PubChem: 14191324
• LOTUS: LTS0099865
• wikiData: Q105192210