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5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-6-methoxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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 f44af3e3-6a73-417f-996b-bb5296e53384
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-6-methoxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
SMILES (Canonical) COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(O2)C=C(C(=C3O)OC)O)OC4C(C(C(C(O4)COC5C(C(C(C(O5)CO)O)O)O)O)O)O)O
SMILES (Isomeric) COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(O2)C=C(C(=C3O)OC)O)O[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO[C@H]5[C@@H]([C@H]([C@H]([C@H](O5)CO)O)O)O)O)O)O)O
InChI InChI=1S/C29H34O18/c1-41-12-4-3-9(5-10(12)31)25-27(20(36)16-13(44-25)6-11(32)26(42-2)19(16)35)47-29-24(40)22(38)18(34)15(46-29)8-43-28-23(39)21(37)17(33)14(7-30)45-28/h3-6,14-15,17-18,21-24,28-35,37-40H,7-8H2,1-2H3/t14-,15-,17+,18+,21+,22+,23-,24-,28-,29+/m1/s1
InChI Key SFWZUPNUMMRBQM-HDKYCGBKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H34O18
Molecular Weight 670.60 g/mol
Exact Mass 670.17451423 g/mol
Topological Polar Surface Area (TPSA) 284.00 Ų
XlogP -1.50
Atomic LogP (AlogP) -2.40
H-Bond Acceptor 18
H-Bond Donor 10
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-6-methoxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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 - 0.5623 56.23%
Caco-2 - 0.9085 90.85%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.5984 59.84%
OATP2B1 inhibitior - 0.7140 71.40%
OATP1B1 inhibitior + 0.9103 91.03%
OATP1B3 inhibitior + 0.9748 97.48%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.6202 62.02%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.5192 51.92%
CYP3A4 substrate + 0.6403 64.03%
CYP2C9 substrate - 0.8485 84.85%
CYP2D6 substrate - 0.8501 85.01%
CYP3A4 inhibition - 0.9284 92.84%
CYP2C9 inhibition - 0.9208 92.08%
CYP2C19 inhibition - 0.9124 91.24%
CYP2D6 inhibition - 0.9531 95.31%
CYP1A2 inhibition - 0.9232 92.32%
CYP2C8 inhibition + 0.8066 80.66%
CYP inhibitory promiscuity - 0.7113 71.13%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7032 70.32%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9130 91.30%
Skin irritation - 0.8442 84.42%
Skin corrosion - 0.9614 96.14%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7575 75.75%
Micronuclear + 0.6633 66.33%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.9340 93.40%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.9000 90.00%
Acute Oral Toxicity (c) III 0.7041 70.41%
Estrogen receptor binding + 0.8470 84.70%
Androgen receptor binding + 0.5584 55.84%
Thyroid receptor binding + 0.5140 51.40%
Glucocorticoid receptor binding + 0.6022 60.22%
Aromatase binding + 0.5978 59.78%
PPAR gamma + 0.6967 69.67%
Honey bee toxicity - 0.7591 75.91%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6749 67.49%
Fish aquatic toxicity + 0.7167 71.67%

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 99.04% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.95% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.64% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.36% 89.00%
CHEMBL2581 P07339 Cathepsin D 95.63% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.34% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.08% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.16% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.80% 94.45%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.14% 86.92%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.13% 96.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.89% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 85.74% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.82% 95.56%
CHEMBL3194 P02766 Transthyretin 82.82% 90.71%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 82.66% 95.64%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 80.95% 95.78%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.23% 95.89%

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.
Brickellia microphylla

Cross-Links

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PubChem 162817317
LOTUS LTS0042000
wikiData Q105252114