(9R,9aR)-3-acetyl-9-hydroxy-6-[(1E,3E,5S)-5-hydroxy-3,5-dimethylhepta-1,3-dienyl]-9a-methyl-9H-furo[3,2-g]isochromen-2-one

Details

• Internal ID: 1c39014d-ea2c-4cd4-b458-fdc688fb20bd
• Taxonomy: Organoheterocyclic compounds > Pyrans
• IUPAC Name: (9R,9aR)-3-acetyl-9-hydroxy-6-[(1E,3E,5S)-5-hydroxy-3,5-dimethylhepta-1,3-dienyl]-9a-methyl-9H-furo[3,2-g]isochromen-2-one
• InChI: InChI=1S/C23H26O6/c1-6-22(4,27)11-13(2)7-8-16-9-15-10-18-19(14(3)24)21(26)29-23(18,5)20(25)17(15)12-28-16/h7-12,20,25,27H,6H2,1-5H3/b8-7+,13-11+/t20-,22+,23-/m1/s1
• InChI Key: YXODGSRGYORXHI-JHPMCAIRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₆
• Molecular Weight: 398.40 g/mol
• Exact Mass: 398.17293854 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.95
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9843	98.43%
Caco-2	-	0.5383	53.83%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6576	65.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8262	82.62%
OATP1B3 inhibitior	+	0.9387	93.87%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8262	82.62%
P-glycoprotein inhibitior	-	0.4335	43.35%
P-glycoprotein substrate	-	0.5651	56.51%
CYP3A4 substrate	+	0.6785	67.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8941	89.41%
CYP3A4 inhibition	-	0.5568	55.68%
CYP2C9 inhibition	-	0.8578	85.78%
CYP2C19 inhibition	-	0.9182	91.82%
CYP2D6 inhibition	-	0.9538	95.38%
CYP1A2 inhibition	-	0.9063	90.63%
CYP2C8 inhibition	+	0.5770	57.70%
CYP inhibitory promiscuity	-	0.8523	85.23%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.6040	60.40%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9303	93.03%
Skin irritation	+	0.5582	55.82%
Skin corrosion	-	0.8862	88.62%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6547	65.47%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5406	54.06%
skin sensitisation	-	0.7518	75.18%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6854	68.54%
Acute Oral Toxicity (c)	III	0.5305	53.05%
Estrogen receptor binding	+	0.8824	88.24%
Androgen receptor binding	+	0.6226	62.26%
Thyroid receptor binding	+	0.7306	73.06%
Glucocorticoid receptor binding	+	0.6620	66.20%
Aromatase binding	+	0.6803	68.03%
PPAR gamma	+	0.7278	72.78%
Honey bee toxicity	-	0.8292	82.92%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6347	63.47%
Fish aquatic toxicity	+	0.9136	91.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.43%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.16%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	95.34%	94.73%
CHEMBL2581	P07339	Cathepsin D	95.17%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.92%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.11%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.08%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.67%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.84%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.29%	89.34%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.96%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.50%	99.23%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	80.25%	80.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163029570
• LOTUS: LTS0211117
• wikiData: Q105367967