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(2S,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxane-2-carboxylic 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 405fc66b-a853-48a6-8891-0366494b450e
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides
IUPAC Name (2S,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxane-2-carboxylic acid
SMILES (Canonical) C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)C4(C(C(C(C(O4)C(=O)O)O)O)O)OC5C(C(C(C(O5)C(=O)O)O)O)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)[C@@]4([C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(=O)O)O)O)O)O)O
InChI InChI=1S/C27H26O17/c28-10-3-1-8(2-4-10)13-7-12(30)15-11(29)5-9(6-14(15)41-13)27(23(36)19(34)18(33)22(43-27)25(39)40)44-26-20(35)16(31)17(32)21(42-26)24(37)38/h1-7,16-23,26,28-29,31-36H,(H,37,38)(H,39,40)/t16-,17-,18-,19-,20+,21-,22-,23+,26-,27-/m0/s1
InChI Key GPGMCDDPLBYXRD-VKOLLGKCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H26O17
Molecular Weight 622.50 g/mol
Exact Mass 622.11699936 g/mol
Topological Polar Surface Area (TPSA) 290.00 Ų
XlogP -1.30
Atomic LogP (AlogP) -2.50
H-Bond Acceptor 15
H-Bond Donor 10
Rotatable Bonds 6

Synonyms

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orb1710405
HY-N7270
AKOS040732452
CS-0111095
T10348

2D Structure

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2D Structure of (2S,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxane-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5561 55.61%
Caco-2 - 0.9038 90.38%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6634 66.34%
OATP2B1 inhibitior - 0.5456 54.56%
OATP1B1 inhibitior + 0.9244 92.44%
OATP1B3 inhibitior + 0.9702 97.02%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6308 63.08%
P-glycoprotein inhibitior - 0.4929 49.29%
P-glycoprotein substrate - 0.8237 82.37%
CYP3A4 substrate + 0.6343 63.43%
CYP2C9 substrate - 0.8160 81.60%
CYP2D6 substrate - 0.8805 88.05%
CYP3A4 inhibition - 0.5633 56.33%
CYP2C9 inhibition - 0.7963 79.63%
CYP2C19 inhibition - 0.8379 83.79%
CYP2D6 inhibition - 0.9654 96.54%
CYP1A2 inhibition - 0.9303 93.03%
CYP2C8 inhibition + 0.8594 85.94%
CYP inhibitory promiscuity - 0.8674 86.74%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5967 59.67%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.8925 89.25%
Skin irritation - 0.6505 65.05%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4150 41.50%
Micronuclear + 0.8300 83.00%
Hepatotoxicity - 0.6407 64.07%
skin sensitisation - 0.9029 90.29%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.5444 54.44%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.8710 87.10%
Acute Oral Toxicity (c) III 0.4491 44.91%
Estrogen receptor binding + 0.7598 75.98%
Androgen receptor binding + 0.7708 77.08%
Thyroid receptor binding + 0.5212 52.12%
Glucocorticoid receptor binding + 0.6383 63.83%
Aromatase binding + 0.5545 55.45%
PPAR gamma + 0.7280 72.80%
Honey bee toxicity - 0.6531 65.31%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9468 94.68%

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 98.52% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.72% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.46% 85.14%
CHEMBL3194 P02766 Transthyretin 93.41% 90.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.19% 94.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 92.79% 94.62%
CHEMBL2581 P07339 Cathepsin D 91.93% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.50% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.83% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.39% 99.15%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.64% 94.45%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 87.16% 91.71%
CHEMBL1951 P21397 Monoamine oxidase A 86.24% 91.49%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.84% 90.71%
CHEMBL5284 Q96RR4 CaM-kinase kinase beta 84.25% 89.23%
CHEMBL340 P08684 Cytochrome P450 3A4 84.04% 91.19%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 83.35% 94.23%
CHEMBL4530 P00488 Coagulation factor XIII 83.33% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.30% 97.09%
CHEMBL3038469 P24941 CDK2/Cyclin A 83.20% 91.38%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.41% 99.17%
CHEMBL1937 Q92769 Histone deacetylase 2 82.30% 94.75%
CHEMBL242 Q92731 Estrogen receptor beta 80.32% 98.35%

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.
Artemisia judaica
Tanacetum parthenium

Cross-Links

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PubChem 145925705
LOTUS LTS0226576
wikiData Q105014825