(3aR,9S,9aS,9bS)-9,9a-dimethyl-3-methylidene-4,5,7,8,9,9b-hexahydro-3aH-benzo[g][1]benzofuran-2-one

Details

• Internal ID: cc440534-a93f-4ebb-af40-c741a64fc35f
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (3aR,9S,9aS,9bS)-9,9a-dimethyl-3-methylidene-4,5,7,8,9,9b-hexahydro-3aH-benzo[g][1]benzofuran-2-one
• InChI: InChI=1S/C15H20O2/c1-9-5-4-6-11-7-8-12-10(2)14(16)17-13(12)15(9,11)3/h6,9,12-13H,2,4-5,7-8H2,1,3H3/t9-,12+,13-,15-/m0/s1
• InChI Key: MCWIBQXSOJFMTL-AETLKFDBSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.24
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9106	91.06%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.4626	46.26%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9054	90.54%
OATP1B3 inhibitior	+	0.9126	91.26%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.9399	93.99%
P-glycoprotein inhibitior	-	0.8545	85.45%
P-glycoprotein substrate	-	0.8878	88.78%
CYP3A4 substrate	+	0.5418	54.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8497	84.97%
CYP3A4 inhibition	-	0.5473	54.73%
CYP2C9 inhibition	-	0.9135	91.35%
CYP2C19 inhibition	+	0.6615	66.15%
CYP2D6 inhibition	-	0.9235	92.35%
CYP1A2 inhibition	+	0.8479	84.79%
CYP2C8 inhibition	-	0.7248	72.48%
CYP inhibitory promiscuity	-	0.6945	69.45%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4667	46.67%
Eye corrosion	-	0.9791	97.91%
Eye irritation	-	0.7642	76.42%
Skin irritation	-	0.5351	53.51%
Skin corrosion	-	0.9410	94.10%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4782	47.82%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6551	65.51%
skin sensitisation	+	0.5236	52.36%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5066	50.66%
Acute Oral Toxicity (c)	III	0.7117	71.17%
Estrogen receptor binding	+	0.5874	58.74%
Androgen receptor binding	+	0.5753	57.53%
Thyroid receptor binding	-	0.7383	73.83%
Glucocorticoid receptor binding	+	0.7013	70.13%
Aromatase binding	+	0.5703	57.03%
PPAR gamma	-	0.5445	54.45%
Honey bee toxicity	-	0.8484	84.84%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.18%	93.40%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.83%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.56%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.42%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.23%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.81%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.67%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.31%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.51%	99.23%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.89%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.84%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.82%	97.14%
CHEMBL2581	P07339	Cathepsin D	81.75%	98.95%

Plants that contains it

• Frullania brasiliensis
• Frullania dilatata

Cross-Links

• PubChem: 10036919
• NPASS: NPC142643
• LOTUS: LTS0035764
• wikiData: Q105161476