(3R,3aS,4R,7aS)-3-[(2R)-2-hydroxy-3-methyl-5-oxo-2H-furan-4-yl]-3a-methyl-1-oxo-3,4,5,6,7,7a-hexahydro-2-benzofuran-4-carbaldehyde

Details

• Internal ID: 62ade0ae-cc8a-4587-bc91-5c37dec4a48c
• Taxonomy: Organoheterocyclic compounds > Isobenzofurans
• IUPAC Name: (3R,3aS,4R,7aS)-3-[(2R)-2-hydroxy-3-methyl-5-oxo-2H-furan-4-yl]-3a-methyl-1-oxo-3,4,5,6,7,7a-hexahydro-2-benzofuran-4-carbaldehyde
• InChI: InChI=1S/C15H18O6/c1-7-10(14(19)21-12(7)17)11-15(2)8(6-16)4-3-5-9(15)13(18)20-11/h6,8-9,11-12,17H,3-5H2,1-2H3/t8-,9+,11-,12+,15-/m0/s1
• InChI Key: SGHHVTZRFBZCIK-PXDPMPQASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₆
• Molecular Weight: 294.30 g/mol
• Exact Mass: 294.11033829 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.72
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	+	0.5720	57.20%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7828	78.28%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.8270	82.70%
OATP1B3 inhibitior	+	0.8971	89.71%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9029	90.29%
P-glycoprotein inhibitior	-	0.8072	80.72%
P-glycoprotein substrate	-	0.8497	84.97%
CYP3A4 substrate	+	0.5862	58.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8886	88.86%
CYP3A4 inhibition	-	0.8477	84.77%
CYP2C9 inhibition	-	0.8839	88.39%
CYP2C19 inhibition	-	0.9399	93.99%
CYP2D6 inhibition	-	0.9493	94.93%
CYP1A2 inhibition	-	0.6360	63.60%
CYP2C8 inhibition	-	0.9119	91.19%
CYP inhibitory promiscuity	-	0.9175	91.75%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9425	94.25%
Carcinogenicity (trinary)	Non-required	0.4560	45.60%
Eye corrosion	-	0.9721	97.21%
Eye irritation	-	0.9567	95.67%
Skin irritation	+	0.5270	52.70%
Skin corrosion	-	0.6704	67.04%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6459	64.59%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5783	57.83%
skin sensitisation	-	0.7340	73.40%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5574	55.74%
Acute Oral Toxicity (c)	III	0.4101	41.01%
Estrogen receptor binding	+	0.8037	80.37%
Androgen receptor binding	+	0.6019	60.19%
Thyroid receptor binding	-	0.6514	65.14%
Glucocorticoid receptor binding	-	0.4812	48.12%
Aromatase binding	-	0.4869	48.69%
PPAR gamma	-	0.5904	59.04%
Honey bee toxicity	-	0.9104	91.04%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9728	97.28%

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	95.34%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	92.74%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.26%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.79%	95.50%
CHEMBL2581	P07339	Cathepsin D	88.48%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.34%	97.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.16%	95.58%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.22%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.09%	93.03%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.96%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.33%	95.89%
CHEMBL1902	P62942	FK506-binding protein 1A	82.28%	97.05%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.27%	93.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.39%	97.25%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.36%	83.00%

Plants that contains it

• Ligularia hodgsonii

Cross-Links

• PubChem: 162942923
• LOTUS: LTS0009295
• wikiData: Q105252311