9a-hydroxy-3-methyl-5-methylidene-4a,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-2-one

Details

• Internal ID: 276211a7-1591-4f9e-a60b-d8c249c86d9a
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 9a-hydroxy-3-methyl-5-methylidene-4a,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-2-one
• SMILES (Canonical): CC1=C2CC3C(CCCC3=C)CC2(OC1=O)O
• SMILES (Isomeric): CC1=C2CC3C(CCCC3=C)CC2(OC1=O)O
• InChI: InChI=1S/C14H18O3/c1-8-4-3-5-10-7-14(16)12(6-11(8)10)9(2)13(15)17-14/h10-11,16H,1,3-7H2,2H3
• InChI Key: OAXKIRPCKWQWOQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₃
• Molecular Weight: 234.29 g/mol
• Exact Mass: 234.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.31
• 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	+	0.9948	99.48%
Caco-2	+	0.7818	78.18%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7153	71.53%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.8896	88.96%
OATP1B3 inhibitior	+	0.9460	94.60%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.8727	87.27%
P-glycoprotein inhibitior	-	0.9360	93.60%
P-glycoprotein substrate	-	0.8867	88.67%
CYP3A4 substrate	+	0.5935	59.35%
CYP2C9 substrate	-	0.8127	81.27%
CYP2D6 substrate	-	0.8720	87.20%
CYP3A4 inhibition	-	0.6934	69.34%
CYP2C9 inhibition	-	0.9057	90.57%
CYP2C19 inhibition	-	0.6389	63.89%
CYP2D6 inhibition	-	0.9477	94.77%
CYP1A2 inhibition	-	0.6174	61.74%
CYP2C8 inhibition	-	0.7971	79.71%
CYP inhibitory promiscuity	-	0.9184	91.84%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4768	47.68%
Eye corrosion	-	0.9727	97.27%
Eye irritation	-	0.7823	78.23%
Skin irritation	+	0.5079	50.79%
Skin corrosion	-	0.9018	90.18%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3634	36.34%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6721	67.21%
skin sensitisation	-	0.7316	73.16%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.6787	67.87%
Acute Oral Toxicity (c)	III	0.4198	41.98%
Estrogen receptor binding	-	0.7401	74.01%
Androgen receptor binding	+	0.5252	52.52%
Thyroid receptor binding	+	0.6563	65.63%
Glucocorticoid receptor binding	+	0.6237	62.37%
Aromatase binding	-	0.6586	65.86%
PPAR gamma	-	0.5149	51.49%
Honey bee toxicity	-	0.9339	93.39%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9868	98.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.03%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.62%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.13%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.64%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.97%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.01%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.94%	93.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.92%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.89%	89.00%
CHEMBL1902	P62942	FK506-binding protein 1A	82.61%	97.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.52%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.33%	96.09%

Plants that contains it

• Tetradium glabrifolium

Cross-Links

• PubChem: 163034327
• LOTUS: LTS0148329
• wikiData: Q105188883