(5-hydroxy-8-methyl-2-prop-1-en-2-yl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-4a-yl)methyl acetate

Details

• Internal ID: f2b90435-7871-4ad3-954f-dd0918884a6f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (5-hydroxy-8-methyl-2-prop-1-en-2-yl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-4a-yl)methyl acetate
• SMILES (Canonical): CC1=CCC(C2(C1CC(CC2)C(=C)C)COC(=O)C)O
• SMILES (Isomeric): CC1=CCC(C2(C1CC(CC2)C(=C)C)COC(=O)C)O
• InChI: InChI=1S/C17H26O3/c1-11(2)14-7-8-17(10-20-13(4)18)15(9-14)12(3)5-6-16(17)19/h5,14-16,19H,1,6-10H2,2-4H3
• InChI Key: BUYXIXTTWJYHPK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₃
• Molecular Weight: 278.40 g/mol
• Exact Mass: 278.18819469 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.24
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.6871	68.71%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8371	83.71%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.9259	92.59%
OATP1B3 inhibitior	+	0.9547	95.47%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.5860	58.60%
P-glycoprotein inhibitior	-	0.8888	88.88%
P-glycoprotein substrate	-	0.7787	77.87%
CYP3A4 substrate	+	0.6173	61.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8465	84.65%
CYP3A4 inhibition	-	0.8248	82.48%
CYP2C9 inhibition	-	0.6893	68.93%
CYP2C19 inhibition	-	0.5548	55.48%
CYP2D6 inhibition	-	0.9418	94.18%
CYP1A2 inhibition	-	0.7749	77.49%
CYP2C8 inhibition	-	0.7532	75.32%
CYP inhibitory promiscuity	-	0.8848	88.48%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6002	60.02%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.5873	58.73%
Skin irritation	-	0.5276	52.76%
Skin corrosion	-	0.9681	96.81%
Ames mutagenesis	-	0.8070	80.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5592	55.92%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5486	54.86%
skin sensitisation	-	0.7310	73.10%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7377	73.77%
Acute Oral Toxicity (c)	III	0.7054	70.54%
Estrogen receptor binding	-	0.4915	49.15%
Androgen receptor binding	-	0.5649	56.49%
Thyroid receptor binding	-	0.5197	51.97%
Glucocorticoid receptor binding	+	0.6893	68.93%
Aromatase binding	-	0.6985	69.85%
PPAR gamma	-	0.6207	62.07%
Honey bee toxicity	-	0.8368	83.68%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9916	99.16%

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	97.40%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	95.65%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.98%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.37%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.05%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.90%	97.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.66%	97.09%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	89.24%	91.65%
CHEMBL2581	P07339	Cathepsin D	87.06%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.38%	93.04%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.69%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.35%	100.00%
CHEMBL5028	O14672	ADAM10	81.11%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.70%	95.89%

Plants that contains it

• Polyachyrus sphaerocephalus

Cross-Links

• PubChem: 14890308
• LOTUS: LTS0246701
• wikiData: Q104946398