(3aS,5aS,8S,9aS)-9a-hydroxy-1,8-dimethyl-5-methylidene-4,5a,6,7,8,9-hexahydro-3aH-benzo[e][1]benzofuran-2-one

Details

• Internal ID: 16133157-f793-4e00-9a10-812004913369
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3aS,5aS,8S,9aS)-9a-hydroxy-1,8-dimethyl-5-methylidene-4,5a,6,7,8,9-hexahydro-3aH-benzo[e][1]benzofuran-2-one
• InChI: InChI=1S/C15H20O3/c1-8-4-5-11-9(2)6-12-13(15(11,17)7-8)10(3)14(16)18-12/h8,11-12,17H,2,4-7H2,1,3H3/t8-,11-,12-,15-/m0/s1
• InChI Key: OCAHDHABUJJDSW-REXDEQPNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.7499	74.99%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7052	70.52%
OATP2B1 inhibitior	-	0.8532	85.32%
OATP1B1 inhibitior	+	0.9004	90.04%
OATP1B3 inhibitior	+	0.9266	92.66%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.6151	61.51%
BSEP inhibitior	-	0.8509	85.09%
P-glycoprotein inhibitior	-	0.8461	84.61%
P-glycoprotein substrate	-	0.8011	80.11%
CYP3A4 substrate	+	0.6054	60.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8853	88.53%
CYP3A4 inhibition	-	0.5769	57.69%
CYP2C9 inhibition	-	0.8854	88.54%
CYP2C19 inhibition	-	0.7219	72.19%
CYP2D6 inhibition	-	0.9500	95.00%
CYP1A2 inhibition	-	0.6139	61.39%
CYP2C8 inhibition	-	0.9348	93.48%
CYP inhibitory promiscuity	-	0.9165	91.65%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4626	46.26%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.6437	64.37%
Skin irritation	+	0.6002	60.02%
Skin corrosion	-	0.9009	90.09%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7144	71.44%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.8034	80.34%
skin sensitisation	-	0.7371	73.71%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.6896	68.96%
Acute Oral Toxicity (c)	III	0.3566	35.66%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5454	54.54%
Thyroid receptor binding	+	0.5331	53.31%
Glucocorticoid receptor binding	+	0.6069	60.69%
Aromatase binding	-	0.6342	63.42%
PPAR gamma	-	0.5425	54.25%
Honey bee toxicity	-	0.8538	85.38%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5604	56.04%
Fish aquatic toxicity	+	0.9946	99.46%

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	92.89%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.39%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.39%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.83%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.61%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.19%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.48%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.32%	89.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.83%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.65%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.94%	93.04%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.16%	97.14%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.05%	85.11%

Plants that contains it

• Chloranthus henryi

Cross-Links

• PubChem: 23624838
• LOTUS: LTS0247646
• wikiData: Q105189245