(4aS,7S,7aR)-7,7a-dimethyl-5,6,7,8-tetrahydro-4aH-cyclopenta[f][1]benzofuran-4-one

Details

• Internal ID: 3485408d-e1f7-480b-ba6d-54bdd9e0f502
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (4aS,7S,7aR)-7,7a-dimethyl-5,6,7,8-tetrahydro-4aH-cyclopenta[f][1]benzofuran-4-one
• SMILES (Canonical): CC1CCC2C1(CC3=C(C2=O)C=CO3)C
• SMILES (Isomeric): C[C@H]1CC[C@H]2[C@@]1(CC3=C(C2=O)C=CO3)C
• InChI: InChI=1S/C13H16O2/c1-8-3-4-10-12(14)9-5-6-15-11(9)7-13(8,10)2/h5-6,8,10H,3-4,7H2,1-2H3/t8-,10+,13+/m0/s1
• InChI Key: SVKFQPIEJUCJEM-IYYTYJHQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₂
• Molecular Weight: 204.26 g/mol
• Exact Mass: 204.115029749 g/mol
• Topological Polar Surface Area (TPSA): 30.20 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.07
• 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	+	0.7542	75.42%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5488	54.88%
OATP2B1 inhibitior	-	0.8480	84.80%
OATP1B1 inhibitior	+	0.9362	93.62%
OATP1B3 inhibitior	+	0.9753	97.53%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.8840	88.40%
P-glycoprotein inhibitior	-	0.9498	94.98%
P-glycoprotein substrate	-	0.8980	89.80%
CYP3A4 substrate	+	0.5188	51.88%
CYP2C9 substrate	+	0.6012	60.12%
CYP2D6 substrate	-	0.8275	82.75%
CYP3A4 inhibition	-	0.8422	84.22%
CYP2C9 inhibition	-	0.8927	89.27%
CYP2C19 inhibition	-	0.7094	70.94%
CYP2D6 inhibition	-	0.9494	94.94%
CYP1A2 inhibition	+	0.5645	56.45%
CYP2C8 inhibition	-	0.9276	92.76%
CYP inhibitory promiscuity	-	0.9207	92.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5708	57.08%
Eye corrosion	-	0.9571	95.71%
Eye irritation	-	0.7354	73.54%
Skin irritation	-	0.5115	51.15%
Skin corrosion	-	0.8823	88.23%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5679	56.79%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.6156	61.56%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6521	65.21%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5627	56.27%
Acute Oral Toxicity (c)	III	0.6056	60.56%
Estrogen receptor binding	-	0.7152	71.52%
Androgen receptor binding	+	0.5198	51.98%
Thyroid receptor binding	-	0.8257	82.57%
Glucocorticoid receptor binding	-	0.8866	88.66%
Aromatase binding	-	0.7485	74.85%
PPAR gamma	-	0.5475	54.75%
Honey bee toxicity	-	0.8756	87.56%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9447	94.47%

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	93.30%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.08%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.17%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	87.82%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.20%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.95%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.99%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.53%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.90%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.68%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.23%	99.23%

Plants that contains it

• Porella canariensis
• Porella densifolia
• Porella navicularis
• Porella recurva

Cross-Links

• PubChem: 101688697
• LOTUS: LTS0038010
• wikiData: Q104253555