8-hydroxy-3-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one

Details

• Internal ID: e39018a1-3125-4267-8483-e53aa2d78c32
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: 8-hydroxy-3-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=COC3=C(C2=O)C=CC(=C3O)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=COC3=C(C2=O)C=CC(=C3O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@H]([C@@H](CO5)O)O)O)O)O)O
• InChI: InChI=1S/C27H30O14/c1-36-12-4-2-11(3-5-12)14-8-37-25-13(18(14)29)6-7-16(21(25)32)40-27-24(35)22(33)20(31)17(41-27)10-39-26-23(34)19(30)15(28)9-38-26/h2-8,15,17,19-20,22-24,26-28,30-35H,9-10H2,1H3/t15-,17-,19+,20-,22+,23-,24-,26+,27-/m1/s1
• InChI Key: PZZAZGFRAUDIRM-OHFDYVMBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₄
• Molecular Weight: 578.50 g/mol
• Exact Mass: 578.16355563 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.18
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5869	58.69%
Caco-2	-	0.8982	89.82%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6520	65.20%
OATP2B1 inhibitior	-	0.7059	70.59%
OATP1B1 inhibitior	+	0.8944	89.44%
OATP1B3 inhibitior	+	0.9536	95.36%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5877	58.77%
P-glycoprotein inhibitior	-	0.6291	62.91%
P-glycoprotein substrate	-	0.6032	60.32%
CYP3A4 substrate	+	0.6793	67.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8277	82.77%
CYP3A4 inhibition	-	0.9412	94.12%
CYP2C9 inhibition	-	0.9439	94.39%
CYP2C19 inhibition	-	0.8989	89.89%
CYP2D6 inhibition	-	0.9172	91.72%
CYP1A2 inhibition	-	0.9037	90.37%
CYP2C8 inhibition	+	0.6405	64.05%
CYP inhibitory promiscuity	-	0.8756	87.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6679	66.79%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9252	92.52%
Skin irritation	-	0.8291	82.91%
Skin corrosion	-	0.9599	95.99%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4076	40.76%
Micronuclear	+	0.6074	60.74%
Hepatotoxicity	-	0.5726	57.26%
skin sensitisation	-	0.9195	91.95%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9254	92.54%
Acute Oral Toxicity (c)	III	0.6736	67.36%
Estrogen receptor binding	+	0.8180	81.80%
Androgen receptor binding	+	0.6431	64.31%
Thyroid receptor binding	+	0.5384	53.84%
Glucocorticoid receptor binding	-	0.4729	47.29%
Aromatase binding	+	0.5751	57.51%
PPAR gamma	+	0.7655	76.55%
Honey bee toxicity	-	0.8390	83.90%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6949	69.49%
Fish aquatic toxicity	+	0.8179	81.79%

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	99.17%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.10%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.00%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.65%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.66%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.00%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.71%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.76%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.67%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.26%	86.33%
CHEMBL1907	P15144	Aminopeptidase N	89.87%	93.31%
CHEMBL1951	P21397	Monoamine oxidase A	89.08%	91.49%
CHEMBL4208	P20618	Proteasome component C5	86.89%	90.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.86%	95.83%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	84.36%	95.53%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.77%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.08%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.26%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.62%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.43%	96.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.53%	96.77%
CHEMBL1937	Q92769	Histone deacetylase 2	80.02%	94.75%

Plants that contains it

• Mucuna birdwoodiana

Cross-Links

• PubChem: 162906572
• LOTUS: LTS0112002
• wikiData: Q105217198