(1S,3aS,9S,9aS,9bR)-3a-methoxy-1,9,9a-trimethyl-2,4,5,8,9,9b-hexahydro-1H-benzo[e][1]benzofuran-7-one

Details

• Internal ID: 4e6fee4b-7afe-48ff-ab79-d642a5ef35d6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,3aS,9S,9aS,9bR)-3a-methoxy-1,9,9a-trimethyl-2,4,5,8,9,9b-hexahydro-1H-benzo[e][1]benzofuran-7-one
• SMILES (Canonical): CC1CC(=O)C=C2C1(C3C(COC3(CC2)OC)C)C
• SMILES (Isomeric): C[C@H]1CC(=O)C=C2[C@@]1([C@H]3[C@@H](CO[C@]3(CC2)OC)C)C
• InChI: InChI=1S/C16H24O3/c1-10-9-19-16(18-4)6-5-12-8-13(17)7-11(2)15(12,3)14(10)16/h8,10-11,14H,5-7,9H2,1-4H3/t10-,11+,14-,15-,16+/m1/s1
• InChI Key: HKQNDBGWZCGOEP-MOEWQIFZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₃
• Molecular Weight: 264.36 g/mol
• Exact Mass: 264.17254462 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.95
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.8622	86.22%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7546	75.46%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.8450	84.50%
OATP1B3 inhibitior	+	0.9867	98.67%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.7957	79.57%
P-glycoprotein inhibitior	-	0.8163	81.63%
P-glycoprotein substrate	-	0.7794	77.94%
CYP3A4 substrate	+	0.6396	63.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8816	88.16%
CYP3A4 inhibition	-	0.7184	71.84%
CYP2C9 inhibition	-	0.8434	84.34%
CYP2C19 inhibition	-	0.6821	68.21%
CYP2D6 inhibition	-	0.9294	92.94%
CYP1A2 inhibition	-	0.6656	66.56%
CYP2C8 inhibition	-	0.7865	78.65%
CYP inhibitory promiscuity	-	0.7534	75.34%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5242	52.42%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9315	93.15%
Skin irritation	-	0.6530	65.30%
Skin corrosion	-	0.9605	96.05%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5579	55.79%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5931	59.31%
skin sensitisation	-	0.8027	80.27%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.4888	48.88%
Acute Oral Toxicity (c)	III	0.6294	62.94%
Estrogen receptor binding	+	0.5329	53.29%
Androgen receptor binding	+	0.7750	77.50%
Thyroid receptor binding	-	0.5230	52.30%
Glucocorticoid receptor binding	+	0.6227	62.27%
Aromatase binding	-	0.5447	54.47%
PPAR gamma	-	0.6128	61.28%
Honey bee toxicity	-	0.6640	66.40%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9885	98.85%

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	96.23%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.74%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.70%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.76%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.92%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.89%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.40%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.00%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.47%	86.33%
CHEMBL1871	P10275	Androgen Receptor	82.60%	96.43%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.57%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.74%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 53248001
• LOTUS: LTS0115185
• wikiData: Q105029864