(5S,5aR)-1,5-dimethyl-5,5a,6,7-tetrahydro-4H-benzo[e][1]benzofuran-8-one

Details

• Internal ID: 7d711b15-a3f2-4910-9d73-0eee5aa29222
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (5S,5aR)-1,5-dimethyl-5,5a,6,7-tetrahydro-4H-benzo[e][1]benzofuran-8-one
• SMILES (Canonical): CC1CC2=C(C(=CO2)C)C3=CC(=O)CCC13
• SMILES (Isomeric): C[C@H]1CC2=C(C(=CO2)C)C3=CC(=O)CC[C@H]13
• InChI: InChI=1S/C14H16O2/c1-8-5-13-14(9(2)7-16-13)12-6-10(15)3-4-11(8)12/h6-8,11H,3-5H2,1-2H3/t8-,11+/m0/s1
• InChI Key: QXNNHHMTTGDESS-GZMMTYOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₂
• Molecular Weight: 216.27 g/mol
• Exact Mass: 216.115029749 g/mol
• Topological Polar Surface Area (TPSA): 30.20 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.14
• 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	+	0.9337	93.37%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Plasma membrane	0.4606	46.06%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.9045	90.45%
OATP1B3 inhibitior	+	0.9770	97.70%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.8109	81.09%
P-glycoprotein inhibitior	-	0.9553	95.53%
P-glycoprotein substrate	-	0.8246	82.46%
CYP3A4 substrate	+	0.5458	54.58%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8412	84.12%
CYP3A4 inhibition	-	0.5611	56.11%
CYP2C9 inhibition	-	0.7241	72.41%
CYP2C19 inhibition	+	0.7477	74.77%
CYP2D6 inhibition	-	0.8253	82.53%
CYP1A2 inhibition	+	0.8318	83.18%
CYP2C8 inhibition	-	0.7525	75.25%
CYP inhibitory promiscuity	+	0.6247	62.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4868	48.68%
Eye corrosion	-	0.9732	97.32%
Eye irritation	-	0.9178	91.78%
Skin irritation	-	0.6589	65.89%
Skin corrosion	-	0.9632	96.32%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3972	39.72%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.7212	72.12%
skin sensitisation	+	0.5783	57.83%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6435	64.35%
Acute Oral Toxicity (c)	III	0.5982	59.82%
Estrogen receptor binding	-	0.8411	84.11%
Androgen receptor binding	+	0.6452	64.52%
Thyroid receptor binding	-	0.6849	68.49%
Glucocorticoid receptor binding	-	0.5147	51.47%
Aromatase binding	-	0.8607	86.07%
PPAR gamma	-	0.7043	70.43%
Honey bee toxicity	-	0.9021	90.21%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9903	99.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.96%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.24%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.37%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.63%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.25%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.98%	100.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.34%	86.00%
CHEMBL1871	P10275	Androgen Receptor	82.50%	96.43%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.28%	99.23%

Plants that contains it

• Baccharis ulicina

Cross-Links

• PubChem: 11148635
• LOTUS: LTS0117439
• wikiData: Q105229718