5-Hydroxy-6-(3-hydroxy-3-methyl-1-butenyl)-8,8-dimethyl-2-phenyl-4h,8h-benzo[1,2-b:3,4-b']dipy ran-4-one

Details

• Internal ID: 711ecfc3-46cb-4870-b30e-4e4ead840a55
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
• IUPAC Name: 5-hydroxy-6-(3-hydroxy-3-methylbut-1-enyl)-8,8-dimethyl-2-phenylpyrano[2,3-h]chromen-4-one
• InChI: InChI=1S/C25H24O5/c1-24(2,28)12-10-16-21(27)20-18(26)14-19(15-8-6-5-7-9-15)29-23(20)17-11-13-25(3,4)30-22(16)17/h5-14,27-28H,1-4H3
• InChI Key: BXQGCKPPJCXQCL-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₄O₅
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.16237386 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 5.13
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	-	0.5745	57.45%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8649	86.49%
OATP2B1 inhibitior	-	0.7164	71.64%
OATP1B1 inhibitior	+	0.8675	86.75%
OATP1B3 inhibitior	+	0.9646	96.46%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.9621	96.21%
P-glycoprotein inhibitior	+	0.8308	83.08%
P-glycoprotein substrate	-	0.6608	66.08%
CYP3A4 substrate	+	0.6322	63.22%
CYP2C9 substrate	-	0.6146	61.46%
CYP2D6 substrate	-	0.8423	84.23%
CYP3A4 inhibition	-	0.6202	62.02%
CYP2C9 inhibition	+	0.8422	84.22%
CYP2C19 inhibition	+	0.7556	75.56%
CYP2D6 inhibition	-	0.9001	90.01%
CYP1A2 inhibition	+	0.5582	55.82%
CYP2C8 inhibition	+	0.7410	74.10%
CYP inhibitory promiscuity	+	0.7182	71.82%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9813	98.13%
Carcinogenicity (trinary)	Non-required	0.4729	47.29%
Eye corrosion	-	0.9918	99.18%
Eye irritation	+	0.6070	60.70%
Skin irritation	-	0.7263	72.63%
Skin corrosion	-	0.9590	95.90%
Ames mutagenesis	-	0.5264	52.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.6981	69.81%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8318	83.18%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6478	64.78%
Acute Oral Toxicity (c)	III	0.6737	67.37%
Estrogen receptor binding	+	0.9520	95.20%
Androgen receptor binding	+	0.8656	86.56%
Thyroid receptor binding	+	0.8046	80.46%
Glucocorticoid receptor binding	+	0.8861	88.61%
Aromatase binding	+	0.8157	81.57%
PPAR gamma	+	0.8813	88.13%
Honey bee toxicity	-	0.7515	75.15%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9842	98.42%

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	99.51%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.19%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.49%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.25%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	94.06%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.90%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.48%	94.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.82%	95.71%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.40%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.40%	99.23%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.03%	85.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.51%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.82%	97.14%

Plants that contains it

• Tephrosia fulvinervis

Cross-Links

• PubChem: 74977432
• LOTUS: LTS0003976
• wikiData: Q104948180