3-oxo-3-[[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-[2-[4-hydroxy-3-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyloxymethyl]oxan-2-yl]oxyphenyl]-5-oxo-7-[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyloxymethyl]oxan-2-yl]oxychromen-3-yl]oxyoxan-2-yl]methoxy]propanoic acid

Details

• Internal ID: c7815804-8ee6-4ea9-993f-ad5e80891279
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid 3p-O-p-coumaroyl glycosides
• IUPAC Name: 3-oxo-3-[[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-[2-[4-hydroxy-3-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyloxymethyl]oxan-2-yl]oxyphenyl]-5-oxo-7-[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyloxymethyl]oxan-2-yl]oxychromen-3-yl]oxyoxan-2-yl]methoxy]propanoic acid
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C=CC(=O)OCC2C(C(C(C(O2)OC3=CC(=O)C4=CC(=C(OC4=C3)C5=CC(=C(C=C5)O)OC6C(C(C(C(O6)COC(=O)C=CC7=CC(=C(C(=C7)OC)O)OC)O)O)O)OC8C(C(C(C(O8)COC(=O)CC(=O)O)O)O)O)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)C=CC(=O)OC[C@H]2[C@@H]([C@@H]([C@@H]([C@@H](O2)OC3=CC(=O)C4=CC(=C(OC4=C3)C5=CC(=C(C=C5)O)O[C@H]6[C@H]([C@@H]([C@H]([C@H](O6)COC(=O)C=CC7=CC(=C(C(=C7)OC)O)OC)O)O)O)O[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)COC(=O)CC(=O)O)O)O)O)O)O)O
• InChI: InChI=1S/C58H62O32/c1-77-32-11-23(12-33(78-2)44(32)66)5-9-41(63)81-20-37-46(68)49(71)52(74)56(88-37)84-26-16-29(60)27-18-36(87-58-54(76)51(73)48(70)39(90-58)22-83-43(65)19-40(61)62)55(85-30(27)17-26)25-7-8-28(59)31(15-25)86-57-53(75)50(72)47(69)38(89-57)21-82-42(64)10-6-24-13-34(79-3)45(67)35(14-24)80-4/h5-18,37-39,46-54,56-59,66-76H,19-22H2,1-4H3,(H,61,62)/t37-,38+,39+,46-,47-,48-,49-,50+,51-,52-,53-,54+,56+,57+,58+/m0/s1
• InChI Key: ZPYSEVQPGOMNGL-GWYGHXKNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₆₂O₃₂
• Molecular Weight: 1271.10 g/mol
• Exact Mass: 1270.3224198 g/mol
• Topological Polar Surface Area (TPSA): 478.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.35
• H-Bond Acceptor: 31
• H-Bond Donor: 13
• Rotatable Bonds: 23

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5795	57.95%
Caco-2	-	0.8576	85.76%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5302	53.02%
OATP2B1 inhibitior	-	0.7226	72.26%
OATP1B1 inhibitior	+	0.8755	87.55%
OATP1B3 inhibitior	+	0.9550	95.50%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9346	93.46%
P-glycoprotein inhibitior	+	0.7447	74.47%
P-glycoprotein substrate	+	0.5988	59.88%
CYP3A4 substrate	+	0.6872	68.72%
CYP2C9 substrate	-	0.8048	80.48%
CYP2D6 substrate	-	0.8591	85.91%
CYP3A4 inhibition	-	0.8893	88.93%
CYP2C9 inhibition	-	0.9291	92.91%
CYP2C19 inhibition	-	0.9206	92.06%
CYP2D6 inhibition	-	0.9295	92.95%
CYP1A2 inhibition	-	0.9296	92.96%
CYP2C8 inhibition	+	0.8504	85.04%
CYP inhibitory promiscuity	-	0.8881	88.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6040	60.40%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.8967	89.67%
Skin irritation	-	0.8412	84.12%
Skin corrosion	-	0.9522	95.22%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7640	76.40%
Micronuclear	+	0.6759	67.59%
Hepatotoxicity	-	0.7448	74.48%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9403	94.03%
Acute Oral Toxicity (c)	III	0.6473	64.73%
Estrogen receptor binding	+	0.6674	66.74%
Androgen receptor binding	+	0.7079	70.79%
Thyroid receptor binding	+	0.6618	66.18%
Glucocorticoid receptor binding	+	0.7198	71.98%
Aromatase binding	+	0.6466	64.66%
PPAR gamma	+	0.7698	76.98%
Honey bee toxicity	-	0.7294	72.94%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9621	96.21%

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	99.39%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.79%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.95%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.91%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.78%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.14%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.85%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.40%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.77%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.86%	95.56%
CHEMBL3194	P02766	Transthyretin	89.17%	90.71%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.15%	94.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.95%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	87.82%	94.73%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.44%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.02%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.57%	86.92%
CHEMBL1951	P21397	Monoamine oxidase A	86.21%	91.49%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.23%	90.71%
CHEMBL5255	O00206	Toll-like receptor 4	81.54%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.77%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	80.70%	90.17%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.04%	95.53%

Plants that contains it

• Phalaenopsis sanderiana

Cross-Links

• PubChem: 163191727
• LOTUS: LTS0228872
• wikiData: Q105381335