(1R,4aS,6R,7S,8aR)-8a-methyl-4-methylidene-6-propan-2-yl-1,2,3,4a,5,6,7,8-octahydronaphthalene-1,7-diol

Details

• Internal ID: b20d9d39-ddb5-4af3-b2e4-6e4962844cd4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (1R,4aS,6R,7S,8aR)-8a-methyl-4-methylidene-6-propan-2-yl-1,2,3,4a,5,6,7,8-octahydronaphthalene-1,7-diol
• SMILES (Canonical): CC(C)C1CC2C(=C)CCC(C2(CC1O)C)O
• SMILES (Isomeric): CC(C)[C@H]1C[C@H]2C(=C)CC[C@H]([C@@]2(C[C@@H]1O)C)O
• InChI: InChI=1S/C15H26O2/c1-9(2)11-7-12-10(3)5-6-14(17)15(12,4)8-13(11)16/h9,11-14,16-17H,3,5-8H2,1-2,4H3/t11-,12+,13+,14-,15-/m1/s1
• InChI Key: ALPLZNPUEYDVBY-GZBLMMOJSA-N
• Popularity: 1 reference 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: 2.60
• Atomic LogP (AlogP): 2.75
• 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	+	0.9968	99.68%
Caco-2	-	0.5955	59.55%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5452	54.52%
OATP2B1 inhibitior	-	0.8510	85.10%
OATP1B1 inhibitior	+	0.9239	92.39%
OATP1B3 inhibitior	+	0.8850	88.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8493	84.93%
P-glycoprotein inhibitior	-	0.9209	92.09%
P-glycoprotein substrate	-	0.7551	75.51%
CYP3A4 substrate	+	0.5645	56.45%
CYP2C9 substrate	-	0.6499	64.99%
CYP2D6 substrate	-	0.6843	68.43%
CYP3A4 inhibition	-	0.7473	74.73%
CYP2C9 inhibition	-	0.8889	88.89%
CYP2C19 inhibition	-	0.6823	68.23%
CYP2D6 inhibition	-	0.9411	94.11%
CYP1A2 inhibition	-	0.8202	82.02%
CYP2C8 inhibition	-	0.9460	94.60%
CYP inhibitory promiscuity	-	0.7637	76.37%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6132	61.32%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.6955	69.55%
Skin irritation	+	0.5231	52.31%
Skin corrosion	-	0.9580	95.80%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7226	72.26%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	+	0.6438	64.38%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7561	75.61%
Acute Oral Toxicity (c)	III	0.8057	80.57%
Estrogen receptor binding	-	0.5567	55.67%
Androgen receptor binding	+	0.5366	53.66%
Thyroid receptor binding	-	0.5443	54.43%
Glucocorticoid receptor binding	+	0.6360	63.60%
Aromatase binding	-	0.7172	71.72%
PPAR gamma	-	0.7856	78.56%
Honey bee toxicity	-	0.8839	88.39%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9920	99.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.47%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.23%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.31%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.27%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	88.65%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.44%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.37%	85.14%
CHEMBL1871	P10275	Androgen Receptor	86.69%	96.43%
CHEMBL221	P23219	Cyclooxygenase-1	86.46%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.80%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.02%	95.89%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	83.29%	95.71%
CHEMBL226	P30542	Adenosine A1 receptor	82.11%	95.93%

Plants that contains it

• Panax japonicus

Cross-Links

• PubChem: 162891485
• LOTUS: LTS0099815
• wikiData: Q104914269