3-(4-Hydroxyphenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one

Details

• Internal ID: fe6cf61b-9b61-4185-9cb0-662ab5ea1c54
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: 3-(4-hydroxyphenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC4=C(C=C3)C(=O)C(=CO4)C5=CC=C(C=C5)O)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC4=C(C=C3)C(=O)C(=CO4)C5=CC=C(C=C5)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H30O13/c1-11-19(29)22(32)24(34)26(38-11)37-10-18-21(31)23(33)25(35)27(40-18)39-14-6-7-15-17(8-14)36-9-16(20(15)30)12-2-4-13(28)5-3-12/h2-9,11,18-19,21-29,31-35H,10H2,1H3
• InChI Key: WMSFFKXKPQJZPN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₃
• Molecular Weight: 562.50 g/mol
• Exact Mass: 562.16864101 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -0.80
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5564	55.64%
Caco-2	-	0.8910	89.10%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7477	74.77%
OATP2B1 inhibitior	-	0.7044	70.44%
OATP1B1 inhibitior	+	0.9177	91.77%
OATP1B3 inhibitior	+	0.9216	92.16%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6777	67.77%
P-glycoprotein inhibitior	-	0.6815	68.15%
P-glycoprotein substrate	-	0.7010	70.10%
CYP3A4 substrate	+	0.6484	64.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8441	84.41%
CYP3A4 inhibition	-	0.9249	92.49%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9545	95.45%
CYP1A2 inhibition	-	0.8673	86.73%
CYP2C8 inhibition	+	0.6755	67.55%
CYP inhibitory promiscuity	-	0.6787	67.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6741	67.41%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9276	92.76%
Skin irritation	-	0.8089	80.89%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3860	38.60%
Micronuclear	+	0.7192	71.92%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.9325	93.25%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7383	73.83%
Acute Oral Toxicity (c)	III	0.5971	59.71%
Estrogen receptor binding	+	0.6880	68.80%
Androgen receptor binding	+	0.5971	59.71%
Thyroid receptor binding	-	0.4888	48.88%
Glucocorticoid receptor binding	+	0.5950	59.50%
Aromatase binding	+	0.5532	55.32%
PPAR gamma	+	0.7503	75.03%
Honey bee toxicity	-	0.7846	78.46%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5450	54.50%
Fish aquatic toxicity	+	0.8993	89.93%

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	99.46%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.20%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.94%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	95.40%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.83%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.67%	94.00%
CHEMBL242	Q92731	Estrogen receptor beta	94.08%	98.35%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	92.17%	91.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.00%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.99%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	90.85%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.79%	99.17%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.76%	95.78%
CHEMBL1907	P15144	Aminopeptidase N	88.62%	93.31%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.55%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.44%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.81%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.17%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	87.17%	94.73%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.04%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.38%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.92%	96.00%

Plants that contains it

• Deguelia scandens
• Garcinia dulcis

Cross-Links

• PubChem: 163018226
• LOTUS: LTS0164505
• wikiData: Q105308815