(3S,3aR,4S,6S,7S,7aR)-6-ethenyl-4-hydroxy-3,6-dimethyl-7-prop-1-en-2-yl-3,3a,4,5,7,7a-hexahydro-1-benzofuran-2-one

Details

• Internal ID: 4c941fb5-c66a-4a92-8400-6ec98843941b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (3S,3aR,4S,6S,7S,7aR)-6-ethenyl-4-hydroxy-3,6-dimethyl-7-prop-1-en-2-yl-3,3a,4,5,7,7a-hexahydro-1-benzofuran-2-one
• InChI: InChI=1S/C15H22O3/c1-6-15(5)7-10(16)11-9(4)14(17)18-13(11)12(15)8(2)3/h6,9-13,16H,1-2,7H2,3-5H3/t9-,10-,11+,12+,13-,15+/m0/s1
• InChI Key: SHOVXNQCIIOQBN-JSXSYOHWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.31
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	-	0.5803	58.03%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4487	44.87%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9159	91.59%
OATP1B3 inhibitior	+	0.9319	93.19%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9580	95.80%
P-glycoprotein inhibitior	-	0.9250	92.50%
P-glycoprotein substrate	-	0.7859	78.59%
CYP3A4 substrate	+	0.5610	56.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8395	83.95%
CYP3A4 inhibition	-	0.7372	73.72%
CYP2C9 inhibition	-	0.9424	94.24%
CYP2C19 inhibition	-	0.9069	90.69%
CYP2D6 inhibition	-	0.9728	97.28%
CYP1A2 inhibition	-	0.7116	71.16%
CYP2C8 inhibition	-	0.9528	95.28%
CYP inhibitory promiscuity	-	0.9078	90.78%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4181	41.81%
Eye corrosion	-	0.9667	96.67%
Eye irritation	-	0.6878	68.78%
Skin irritation	+	0.5700	57.00%
Skin corrosion	-	0.8675	86.75%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7015	70.15%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6286	62.86%
skin sensitisation	+	0.5822	58.22%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.7885	78.85%
Acute Oral Toxicity (c)	III	0.4722	47.22%
Estrogen receptor binding	-	0.5503	55.03%
Androgen receptor binding	-	0.5293	52.93%
Thyroid receptor binding	-	0.6178	61.78%
Glucocorticoid receptor binding	-	0.6879	68.79%
Aromatase binding	-	0.7985	79.85%
PPAR gamma	-	0.6889	68.89%
Honey bee toxicity	-	0.6386	63.86%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9177	91.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	97.79%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.76%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.43%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.18%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.63%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.45%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.51%	95.56%
CHEMBL1902	P62942	FK506-binding protein 1A	85.50%	97.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.09%	94.45%
CHEMBL2581	P07339	Cathepsin D	80.52%	98.95%
CHEMBL2039	P27338	Monoamine oxidase B	80.40%	92.51%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.38%	97.25%
CHEMBL3572	P11597	Cholesteryl ester transfer protein	80.30%	92.67%

Plants that contains it

• Achillea atrata

Cross-Links

• PubChem: 131883150
• LOTUS: LTS0190292
• wikiData: Q105253108