(3aS)-8a-ethenyl-4-hydroxy-3,5-dimethylidene-3a,4,4a,8,9,9a-hexahydrofuro[3,2-g]isochromene-2,6-dione

Details

• Internal ID: 87688789-75a9-49b9-8a10-0a699574267d
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (3aS)-8a-ethenyl-4-hydroxy-3,5-dimethylidene-3a,4,4a,8,9,9a-hexahydrofuro[3,2-g]isochromene-2,6-dione
• SMILES (Canonical): C=CC12CC3C(C(C1C(=C)C(=O)OC2)O)C(=C)C(=O)O3
• SMILES (Isomeric): C=CC12CC3[C@H](C(C1C(=C)C(=O)OC2)O)C(=C)C(=O)O3
• InChI: InChI=1S/C15H16O5/c1-4-15-5-9-10(7(2)14(18)20-9)12(16)11(15)8(3)13(17)19-6-15/h4,9-12,16H,1-3,5-6H2/t9?,10-,11?,12?,15?/m1/s1
• InChI Key: OLUMHNYQQSDTDB-QRTYIDKZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.75
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9650	96.50%
Caco-2	-	0.7497	74.97%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7777	77.77%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.9444	94.44%
OATP1B3 inhibitior	+	0.9567	95.67%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9401	94.01%
P-glycoprotein inhibitior	-	0.8917	89.17%
P-glycoprotein substrate	-	0.8830	88.30%
CYP3A4 substrate	+	0.5279	52.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8045	80.45%
CYP3A4 inhibition	-	0.7143	71.43%
CYP2C9 inhibition	-	0.7763	77.63%
CYP2C19 inhibition	-	0.8277	82.77%
CYP2D6 inhibition	-	0.9161	91.61%
CYP1A2 inhibition	-	0.8645	86.45%
CYP2C8 inhibition	-	0.8277	82.77%
CYP inhibitory promiscuity	-	0.8746	87.46%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5337	53.37%
Eye corrosion	-	0.9645	96.45%
Eye irritation	-	0.6208	62.08%
Skin irritation	-	0.5941	59.41%
Skin corrosion	-	0.8688	86.88%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6616	66.16%
Micronuclear	+	0.5659	56.59%
Hepatotoxicity	+	0.7336	73.36%
skin sensitisation	-	0.7421	74.21%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.7931	79.31%
Acute Oral Toxicity (c)	I	0.4413	44.13%
Estrogen receptor binding	+	0.6503	65.03%
Androgen receptor binding	+	0.5650	56.50%
Thyroid receptor binding	-	0.6285	62.85%
Glucocorticoid receptor binding	+	0.5412	54.12%
Aromatase binding	-	0.6157	61.57%
PPAR gamma	+	0.6046	60.46%
Honey bee toxicity	-	0.6115	61.15%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8991	89.91%

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	94.63%	91.11%
CHEMBL4530	P00488	Coagulation factor XIII	91.22%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.22%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.17%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.05%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.03%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.95%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.96%	100.00%

Plants that contains it

• Gymnanthemum amygdalinum

Cross-Links

• PubChem: 5315195
• NPASS: NPC272894