(3aS,7S,9bR)-7-phenyl-3a,7,8,9b-tetrahydro-1H-furo[3,2-f]chromene-2,9-dione

Details

• Internal ID: ac73d573-dc61-48c8-ab58-afcd3aff312a
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (3aS,7S,9bR)-7-phenyl-3a,7,8,9b-tetrahydro-1H-furo[3,2-f]chromene-2,9-dione
• SMILES (Canonical): C1C2C(C=CC3=C2C(=O)CC(O3)C4=CC=CC=C4)OC1=O
• SMILES (Isomeric): C1[C@H]2[C@H](C=CC3=C2C(=O)C[C@H](O3)C4=CC=CC=C4)OC1=O
• InChI: InChI=1S/C17H14O4/c18-12-9-15(10-4-2-1-3-5-10)20-14-7-6-13-11(17(12)14)8-16(19)21-13/h1-7,11,13,15H,8-9H2/t11-,13-,15-/m0/s1
• InChI Key: VISHTIMCJNWYLP-WHOFXGATSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₄
• Molecular Weight: 282.29 g/mol
• Exact Mass: 282.08920892 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 4
• 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	+	0.9962	99.62%
Caco-2	+	0.5801	58.01%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7155	71.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8986	89.86%
OATP1B3 inhibitior	+	0.9564	95.64%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4695	46.95%
P-glycoprotein inhibitior	-	0.6484	64.84%
P-glycoprotein substrate	-	0.9003	90.03%
CYP3A4 substrate	-	0.5354	53.54%
CYP2C9 substrate	-	0.8166	81.66%
CYP2D6 substrate	-	0.8703	87.03%
CYP3A4 inhibition	+	0.6625	66.25%
CYP2C9 inhibition	+	0.5176	51.76%
CYP2C19 inhibition	-	0.5833	58.33%
CYP2D6 inhibition	-	0.8368	83.68%
CYP1A2 inhibition	-	0.7556	75.56%
CYP2C8 inhibition	-	0.7033	70.33%
CYP inhibitory promiscuity	+	0.5136	51.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4679	46.79%
Eye corrosion	-	0.9110	91.10%
Eye irritation	-	0.8019	80.19%
Skin irritation	-	0.6314	63.14%
Skin corrosion	-	0.9413	94.13%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4670	46.70%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.7456	74.56%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6727	67.27%
Acute Oral Toxicity (c)	III	0.3931	39.31%
Estrogen receptor binding	+	0.6832	68.32%
Androgen receptor binding	-	0.5722	57.22%
Thyroid receptor binding	-	0.7050	70.50%
Glucocorticoid receptor binding	-	0.5665	56.65%
Aromatase binding	-	0.5107	51.07%
PPAR gamma	-	0.4866	48.66%
Honey bee toxicity	-	0.8844	88.44%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9663	96.63%

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	93.37%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.37%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.32%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.10%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.63%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.79%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	84.84%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.41%	85.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.83%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10039402
• LOTUS: LTS0233934
• wikiData: Q105286993