1,2,3,4,6,7,8,8a-Octahydro-8alpha,8aalpha-dimethyl-2-(2-hydroxy-1-methyleneethyl)naphthalen-2beta-ol

Details

• Internal ID: 11dd1ed1-2f61-4ec9-b718-36d028555f6f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (2S,8S,8aR)-2-(3-hydroxyprop-1-en-2-yl)-8,8a-dimethyl-1,3,4,6,7,8-hexahydronaphthalen-2-ol
• SMILES (Canonical): CC1CCC=C2C1(CC(CC2)(C(=C)CO)O)C
• SMILES (Isomeric): C[C@H]1CCC=C2[C@@]1(C[C@@](CC2)(C(=C)CO)O)C
• InChI: InChI=1S/C15H24O2/c1-11-5-4-6-13-7-8-15(17,12(2)9-16)10-14(11,13)3/h6,11,16-17H,2,4-5,7-10H2,1,3H3/t11-,14+,15-/m0/s1
• InChI Key: HUNMNXDXOYNQBX-GLQYFDAESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.81
• 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	+	0.9897	98.97%
Caco-2	+	0.8871	88.71%
Blood Brain Barrier	+	0.7855	78.55%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.5585	55.85%
OATP2B1 inhibitior	-	0.8526	85.26%
OATP1B1 inhibitior	+	0.9263	92.63%
OATP1B3 inhibitior	+	0.9425	94.25%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5955	59.55%
BSEP inhibitior	-	0.8259	82.59%
P-glycoprotein inhibitior	-	0.9468	94.68%
P-glycoprotein substrate	-	0.7438	74.38%
CYP3A4 substrate	+	0.5466	54.66%
CYP2C9 substrate	-	0.5471	54.71%
CYP2D6 substrate	-	0.7775	77.75%
CYP3A4 inhibition	-	0.8392	83.92%
CYP2C9 inhibition	-	0.8444	84.44%
CYP2C19 inhibition	-	0.7488	74.88%
CYP2D6 inhibition	-	0.8953	89.53%
CYP1A2 inhibition	-	0.7904	79.04%
CYP2C8 inhibition	-	0.6114	61.14%
CYP inhibitory promiscuity	-	0.7616	76.16%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6414	64.14%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.7854	78.54%
Skin irritation	-	0.6574	65.74%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.6740	67.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.5592	55.92%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6767	67.67%
skin sensitisation	-	0.7580	75.80%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7360	73.60%
Acute Oral Toxicity (c)	III	0.7352	73.52%
Estrogen receptor binding	-	0.6656	66.56%
Androgen receptor binding	+	0.5566	55.66%
Thyroid receptor binding	-	0.5865	58.65%
Glucocorticoid receptor binding	+	0.6550	65.50%
Aromatase binding	+	0.5461	54.61%
PPAR gamma	-	0.7364	73.64%
Honey bee toxicity	-	0.9396	93.96%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9708	97.08%

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	94.07%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.97%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.56%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.38%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.02%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.86%	91.11%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.73%	89.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.61%	95.89%
CHEMBL4208	P20618	Proteasome component C5	82.55%	90.00%
CHEMBL1871	P10275	Androgen Receptor	81.77%	96.43%
CHEMBL233	P35372	Mu opioid receptor	81.72%	97.93%
CHEMBL2581	P07339	Cathepsin D	81.09%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.31%	86.33%

Plants that contains it

• Pedicularis striata

Cross-Links

• PubChem: 102445441
• LOTUS: LTS0029761
• wikiData: Q105033937