2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2S)-1-[2-hydroxy-6-[(4-hydroxyphenyl)methoxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1-oxopropan-2-yl]chromen-4-one

Details

• Internal ID: e6356c22-343b-4a46-82cb-82058ed5e829
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2S)-1-[2-hydroxy-6-[(4-hydroxyphenyl)methoxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1-oxopropan-2-yl]chromen-4-one
• SMILES (Canonical): CC(C1=C(C=C(C2=C1OC(=CC2=O)C3=CC(=C(C=C3)O)O)O)O)C(=O)C4=C(C=C(C=C4OCC5=CC=C(C=C5)O)OC6C(C(C(C(O6)CO)O)O)O)O
• SMILES (Isomeric): C[C@@H](C1=C(C=C(C2=C1OC(=CC2=O)C3=CC(=C(C=C3)O)O)O)O)C(=O)C4=C(C=C(C=C4OCC5=CC=C(C=C5)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O
• InChI: InChI=1S/C37H34O16/c1-15(29-23(43)11-24(44)30-25(45)12-26(52-36(29)30)17-4-7-20(40)21(41)8-17)32(46)31-22(42)9-19(10-27(31)50-14-16-2-5-18(39)6-3-16)51-37-35(49)34(48)33(47)28(13-38)53-37/h2-12,15,28,33-35,37-44,47-49H,13-14H2,1H3/t15-,28+,33+,34-,35+,37+/m0/s1
• InChI Key: ZQOQOBIMSHICAM-HWPRUJKOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₃₄O₁₆
• Molecular Weight: 734.70 g/mol
• Exact Mass: 734.18468499 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6425	64.25%
Caco-2	-	0.8981	89.81%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6277	62.77%
OATP2B1 inhibitior	+	0.5729	57.29%
OATP1B1 inhibitior	+	0.8715	87.15%
OATP1B3 inhibitior	+	0.9782	97.82%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8606	86.06%
P-glycoprotein inhibitior	+	0.6561	65.61%
P-glycoprotein substrate	+	0.6363	63.63%
CYP3A4 substrate	+	0.6791	67.91%
CYP2C9 substrate	-	0.8180	81.80%
CYP2D6 substrate	-	0.8599	85.99%
CYP3A4 inhibition	-	0.9561	95.61%
CYP2C9 inhibition	-	0.9059	90.59%
CYP2C19 inhibition	-	0.9128	91.28%
CYP2D6 inhibition	-	0.9703	97.03%
CYP1A2 inhibition	-	0.9135	91.35%
CYP2C8 inhibition	+	0.8059	80.59%
CYP inhibitory promiscuity	-	0.8267	82.67%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6838	68.38%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9124	91.24%
Skin irritation	-	0.8540	85.40%
Skin corrosion	-	0.9576	95.76%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8091	80.91%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.8622	86.22%
skin sensitisation	-	0.9305	93.05%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8901	89.01%
Acute Oral Toxicity (c)	III	0.5066	50.66%
Estrogen receptor binding	+	0.8394	83.94%
Androgen receptor binding	+	0.7910	79.10%
Thyroid receptor binding	+	0.5392	53.92%
Glucocorticoid receptor binding	+	0.6584	65.84%
Aromatase binding	+	0.5417	54.17%
PPAR gamma	+	0.7126	71.26%
Honey bee toxicity	-	0.6352	63.52%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6049	60.49%
Fish aquatic toxicity	+	0.8551	85.51%

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	99.35%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.98%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	97.76%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.67%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.24%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.62%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.43%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.19%	96.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	93.44%	95.78%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.71%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.50%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.23%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	90.20%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.66%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.85%	86.92%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.66%	91.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.01%	95.89%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	86.57%	96.09%
CHEMBL3194	P02766	Transthyretin	85.98%	90.71%
CHEMBL4208	P20618	Proteasome component C5	85.94%	90.00%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	85.66%	96.69%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	84.96%	92.29%
CHEMBL1951	P21397	Monoamine oxidase A	84.76%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.69%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.08%	97.09%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.98%	82.50%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.42%	89.67%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	80.96%	97.23%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.94%	96.21%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.70%	93.10%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.15%	95.83%

Plants that contains it

• Garcinia gardneriana

Cross-Links

• PubChem: 162960122
• LOTUS: LTS0241940
• wikiData: Q105381605