(1S,6S,8aS)-8a-(hydroxymethyl)-4-methyl-6-prop-1-en-2-yl-2,3,5,6,7,8-hexahydro-1H-naphthalen-1-ol

Details

• Internal ID: 7f826306-98aa-4fb4-a67e-85cc10efd51c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (1S,6S,8aS)-8a-(hydroxymethyl)-4-methyl-6-prop-1-en-2-yl-2,3,5,6,7,8-hexahydro-1H-naphthalen-1-ol
• SMILES (Canonical): CC1=C2CC(CCC2(C(CC1)O)CO)C(=C)C
• SMILES (Isomeric): CC1=C2C[C@H](CC[C@@]2([C@H](CC1)O)CO)C(=C)C
• InChI: InChI=1S/C15H24O2/c1-10(2)12-6-7-15(9-16)13(8-12)11(3)4-5-14(15)17/h12,14,16-17H,1,4-9H2,2-3H3/t12-,14-,15+/m0/s1
• InChI Key: IMAPJGYQXHREBA-AEGPPILISA-N
• Popularity: 1 reference 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: 2.70
• 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	+	0.7455	74.55%
Blood Brain Barrier	+	0.7855	78.55%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.5585	55.85%
OATP2B1 inhibitior	-	0.8491	84.91%
OATP1B1 inhibitior	+	0.9224	92.24%
OATP1B3 inhibitior	+	0.9425	94.25%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5955	59.55%
BSEP inhibitior	-	0.6574	65.74%
P-glycoprotein inhibitior	-	0.9251	92.51%
P-glycoprotein substrate	-	0.7629	76.29%
CYP3A4 substrate	+	0.5525	55.25%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7222	72.22%
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	-	0.8302	83.02%
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	+	0.8213	82.13%
Skin irritation	-	0.6574	65.74%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6375	63.75%
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	+	0.5131	51.31%
Acute Oral Toxicity (c)	III	0.7352	73.52%
Estrogen receptor binding	-	0.8129	81.29%
Androgen receptor binding	-	0.5899	58.99%
Thyroid receptor binding	-	0.5360	53.60%
Glucocorticoid receptor binding	-	0.6296	62.96%
Aromatase binding	-	0.6025	60.25%
PPAR gamma	-	0.7064	70.64%
Honey bee toxicity	-	0.9169	91.69%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.38%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.24%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.06%	97.25%
CHEMBL2581	P07339	Cathepsin D	86.98%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.88%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.45%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.09%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.94%	96.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.00%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.38%	97.09%
CHEMBL1871	P10275	Androgen Receptor	80.07%	96.43%

Plants that contains it

• Ligularia dentata

Cross-Links

• PubChem: 162973974
• LOTUS: LTS0005465
• wikiData: Q105115564