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3-[[(2R,3S,4S,5R,6S)-6-[2-[3-[(2S,3R,4S,5S,6R)-6-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4,5-dihydroxyphenyl]-7-[(2S,3R,4S,5S,6R)-6-[[(E)-3-[4-[(2S,3R,4S,5S,6R)-6-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxyphenyl]prop-2-enoyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID bcffd398-5341-4590-8bdd-482ec660e096
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid 3p-O-p-coumaroyl glycosides
IUPAC Name 3-[[(2R,3S,4S,5R,6S)-6-[2-[3-[(2S,3R,4S,5S,6R)-6-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4,5-dihydroxyphenyl]-7-[(2S,3R,4S,5S,6R)-6-[[(E)-3-[4-[(2S,3R,4S,5S,6R)-6-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxyphenyl]prop-2-enoyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid
SMILES (Canonical) C1=CC(=C(C=C1C=CC(=O)OCC2C(C(C(C(O2)OC3=C(C=C(C=C3)C=CC(=O)OCC4C(C(C(C(O4)OC5=CC(=O)C6=CC(=C(OC6=C5)C7=CC(=C(C(=C7)OC8C(C(C(C(O8)COC(=O)C=CC9=CC(=C(C=C9)O)O)O)O)O)O)O)OC1C(C(C(C(O1)COC(=O)CC(=O)O)O)O)O)O)O)O)O)O)O)O)O)O
SMILES (Isomeric) C1=CC(=C(C=C1/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(C=C(C=C3)/C=C/C(=O)OC[C@@H]4[C@H]([C@@H]([C@H]([C@@H](O4)OC5=CC(=O)C6=CC(=C(OC6=C5)C7=CC(=C(C(=C7)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)COC(=O)/C=C/C9=CC(=C(C=C9)O)O)O)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)COC(=O)CC(=O)O)O)O)O)O)O)O)O)O)O)O)O)O
InChI InChI=1S/C69H70O39/c70-32-7-1-26(13-35(32)73)4-10-48(79)97-23-44-54(85)58(89)62(93)67(106-44)102-39-9-3-28(15-37(39)75)6-12-50(81)96-22-43-53(84)57(88)61(92)66(105-43)100-30-18-34(72)31-20-42(104-69-64(95)60(91)56(87)46(108-69)25-99-51(82)21-47(77)78)65(101-40(31)19-30)29-16-38(76)52(83)41(17-29)103-68-63(94)59(90)55(86)45(107-68)24-98-49(80)11-5-27-2-8-33(71)36(74)14-27/h1-20,43-46,53-64,66-71,73-76,83-95H,21-25H2,(H,77,78)/b10-4+,11-5+,12-6+/t43-,44-,45-,46-,53-,54-,55-,56-,57+,58+,59+,60+,61-,62-,63-,64-,66-,67-,68-,69-/m1/s1
InChI Key LOUCZXQGIQMCDS-KXCDOWFISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C69H70O39
Molecular Weight 1523.30 g/mol
Exact Mass 1522.3494224 g/mol
Topological Polar Surface Area (TPSA) 627.00 Ų
XlogP -2.60
Atomic LogP (AlogP) -3.12
H-Bond Acceptor 38
H-Bond Donor 20
Rotatable Bonds 25

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[[(2R,3S,4S,5R,6S)-6-[2-[3-[(2S,3R,4S,5S,6R)-6-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4,5-dihydroxyphenyl]-7-[(2S,3R,4S,5S,6R)-6-[[(E)-3-[4-[(2S,3R,4S,5S,6R)-6-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxyphenyl]prop-2-enoyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5427 54.27%
Caco-2 - 0.8565 85.65%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.5411 54.11%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8806 88.06%
OATP1B3 inhibitior + 0.9551 95.51%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9438 94.38%
P-glycoprotein inhibitior + 0.7424 74.24%
P-glycoprotein substrate + 0.5794 57.94%
CYP3A4 substrate + 0.6834 68.34%
CYP2C9 substrate - 0.8017 80.17%
CYP2D6 substrate - 0.8637 86.37%
CYP3A4 inhibition - 0.8828 88.28%
CYP2C9 inhibition - 0.9197 91.97%
CYP2C19 inhibition - 0.8636 86.36%
CYP2D6 inhibition - 0.9113 91.13%
CYP1A2 inhibition - 0.9207 92.07%
CYP2C8 inhibition + 0.8581 85.81%
CYP inhibitory promiscuity - 0.8887 88.87%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6279 62.79%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.8961 89.61%
Skin irritation - 0.8270 82.70%
Skin corrosion - 0.9526 95.26%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7440 74.40%
Micronuclear + 0.7059 70.59%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.8650 86.50%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.9250 92.50%
Acute Oral Toxicity (c) III 0.4828 48.28%
Estrogen receptor binding + 0.6113 61.13%
Androgen receptor binding + 0.7469 74.69%
Thyroid receptor binding + 0.7012 70.12%
Glucocorticoid receptor binding + 0.7564 75.64%
Aromatase binding + 0.6863 68.63%
PPAR gamma + 0.7666 76.66%
Honey bee toxicity - 0.7076 70.76%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity + 0.9746 97.46%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 99.66% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.18% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.90% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.25% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 96.17% 96.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 96.14% 99.15%
CHEMBL3194 P02766 Transthyretin 96.10% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.13% 99.17%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 94.58% 83.00%
CHEMBL2581 P07339 Cathepsin D 91.52% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.14% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.03% 96.09%
CHEMBL3437 Q16853 Amine oxidase, copper containing 86.88% 94.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.98% 95.83%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.28% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.94% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 84.67% 94.73%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.92% 90.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.89% 85.14%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.90% 95.50%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.62% 86.92%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.55% 95.78%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 80.47% 95.64%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.38% 94.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.06% 96.95%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Pericallis hybrida

Cross-Links

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PubChem 90658007
LOTUS LTS0085580
wikiData Q105154925