(2S)-5,7-dihydroxy-2-[(2R)-7-hydroxy-2-methyl-2-(4-methylpent-3-enyl)chromen-6-yl]-2,3-dihydrochromen-4-one

Details

• Internal ID: aa2604d5-df4e-4b81-a71b-c70e35d725c7
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
• IUPAC Name: (2S)-5,7-dihydroxy-2-[(2R)-7-hydroxy-2-methyl-2-(4-methylpent-3-enyl)chromen-6-yl]-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C25H26O6/c1-14(2)5-4-7-25(3)8-6-15-9-17(18(27)12-21(15)31-25)22-13-20(29)24-19(28)10-16(26)11-23(24)30-22/h5-6,8-12,22,26-28H,4,7,13H2,1-3H3/t22-,25+/m0/s1
• InChI Key: FZAZNGMSARSUNC-WIOPSUGQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₆
• Molecular Weight: 422.50 g/mol
• Exact Mass: 422.17293854 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.42
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9711	97.11%
Caco-2	-	0.6027	60.27%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7451	74.51%
OATP2B1 inhibitior	-	0.7219	72.19%
OATP1B1 inhibitior	+	0.8579	85.79%
OATP1B3 inhibitior	+	0.9475	94.75%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9017	90.17%
P-glycoprotein inhibitior	+	0.7144	71.44%
P-glycoprotein substrate	+	0.5206	52.06%
CYP3A4 substrate	+	0.6714	67.14%
CYP2C9 substrate	-	0.7981	79.81%
CYP2D6 substrate	-	0.8063	80.63%
CYP3A4 inhibition	-	0.5654	56.54%
CYP2C9 inhibition	+	0.5730	57.30%
CYP2C19 inhibition	-	0.5170	51.70%
CYP2D6 inhibition	-	0.8444	84.44%
CYP1A2 inhibition	+	0.5649	56.49%
CYP2C8 inhibition	+	0.5869	58.69%
CYP inhibitory promiscuity	+	0.7748	77.48%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6428	64.28%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.7691	76.91%
Skin irritation	-	0.7040	70.40%
Skin corrosion	-	0.9226	92.26%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4853	48.53%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5700	57.00%
skin sensitisation	-	0.7760	77.60%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5360	53.60%
Acute Oral Toxicity (c)	III	0.4845	48.45%
Estrogen receptor binding	+	0.9329	93.29%
Androgen receptor binding	+	0.5749	57.49%
Thyroid receptor binding	+	0.6791	67.91%
Glucocorticoid receptor binding	+	0.8324	83.24%
Aromatase binding	+	0.6185	61.85%
PPAR gamma	+	0.8070	80.70%
Honey bee toxicity	-	0.7701	77.01%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9878	98.78%

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	99.34%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.30%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.62%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.69%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.05%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.15%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.35%	95.56%
CHEMBL1929	P47989	Xanthine dehydrogenase	89.21%	96.12%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.17%	85.14%
CHEMBL4208	P20618	Proteasome component C5	89.01%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.85%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.53%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.52%	93.40%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.32%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.57%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.55%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	85.76%	94.73%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.41%	96.38%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.07%	94.80%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.79%	95.89%
CHEMBL255	P29275	Adenosine A2b receptor	83.74%	98.59%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.62%	91.07%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	81.51%	80.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.92%	97.09%
CHEMBL236	P41143	Delta opioid receptor	80.61%	99.35%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.37%	92.62%

Plants that contains it

• Morus alba

Cross-Links

• PubChem: 163188945
• LOTUS: LTS0000426
• wikiData: Q105004845