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5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one

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 38a223d4-dafb-4bce-acd6-049ef5026f8b
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-8-O-glycosides
IUPAC Name 5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(C=C(C4=C3OC(=CC4=O)C5=CC=C(C=C5)O)O)O)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(C=C(C4=C3OC(=CC4=O)C5=CC=C(C=C5)O)O)O)O)O)O)O)O)O
InChI InChI=1S/C27H30O15/c1-9-18(32)20(34)22(36)26(39-9)38-8-16-19(33)21(35)23(37)27(41-16)42-24-14(31)6-12(29)17-13(30)7-15(40-25(17)24)10-2-4-11(28)5-3-10/h2-7,9,16,18-23,26-29,31-37H,8H2,1H3/t9-,16+,18-,19+,20+,21-,22+,23+,26+,27-/m0/s1
InChI Key QGDKAIBUSSLRLU-ZMAWWSRHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H30O15
Molecular Weight 594.50 g/mol
Exact Mass 594.15847025 g/mol
Topological Polar Surface Area (TPSA) 245.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -1.39
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5564 55.64%
Caco-2 - 0.9191 91.91%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7477 74.77%
OATP2B1 inhibitior - 0.5639 56.39%
OATP1B1 inhibitior + 0.8518 85.18%
OATP1B3 inhibitior + 0.9216 92.16%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.7719 77.19%
P-glycoprotein inhibitior - 0.6556 65.56%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6042 60.42%
CYP2C9 substrate - 0.7354 73.54%
CYP2D6 substrate - 0.8607 86.07%
CYP3A4 inhibition - 0.9249 92.49%
CYP2C9 inhibition - 0.9071 90.71%
CYP2C19 inhibition - 0.9025 90.25%
CYP2D6 inhibition - 0.9545 95.45%
CYP1A2 inhibition - 0.8673 86.73%
CYP2C8 inhibition + 0.7083 70.83%
CYP inhibitory promiscuity - 0.6787 67.87%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6741 67.41%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9086 90.86%
Skin irritation - 0.8089 80.89%
Skin corrosion - 0.9595 95.95%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6498 64.98%
Micronuclear + 0.7192 71.92%
Hepatotoxicity - 0.7824 78.24%
skin sensitisation - 0.9325 93.25%
Respiratory toxicity - 0.6111 61.11%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.9081 90.81%
Acute Oral Toxicity (c) III 0.5971 59.71%
Estrogen receptor binding + 0.8042 80.42%
Androgen receptor binding + 0.6492 64.92%
Thyroid receptor binding + 0.5512 55.12%
Glucocorticoid receptor binding + 0.6177 61.77%
Aromatase binding + 0.6362 63.62%
PPAR gamma + 0.7172 71.72%
Honey bee toxicity - 0.7424 74.24%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5850 58.50%
Fish aquatic toxicity + 0.8993 89.93%

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 99.00% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.89% 91.49%
CHEMBL2581 P07339 Cathepsin D 97.67% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.51% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.06% 89.00%
CHEMBL242 Q92731 Estrogen receptor beta 93.14% 98.35%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.97% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 92.66% 94.73%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.59% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.15% 99.17%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 86.86% 91.71%
CHEMBL3194 P02766 Transthyretin 86.01% 90.71%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.38% 86.92%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.26% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.46% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.51% 95.56%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 81.09% 83.57%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.74% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.55% 96.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.48% 90.71%

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.
Piper umbellatum

Cross-Links

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PubChem 163029176
LOTUS LTS0065497
wikiData Q105219956