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(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-6-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol

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 3e67e086-353b-41a0-bbda-909b24b2a389
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
IUPAC Name (2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-6-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
SMILES (Canonical) C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=C3C(=C(C(=C4)O)C5C(C(OC6=CC(=CC(=C56)O)O)C7=CC(=C(C=C7)O)O)O)O)C8=CC(=C(C=C8)O)O)O)O)O)C9=CC(=C(C=C9)O)O)O
SMILES (Isomeric) C1[C@H]([C@H](OC2=C1C(=CC(=C2[C@H]3[C@H]([C@H](OC4=C3C(=C(C(=C4)O)[C@H]5[C@H]([C@H](OC6=CC(=CC(=C56)O)O)C7=CC(=C(C=C7)O)O)O)O)C8=CC(=C(C=C8)O)O)O)O)O)C9=CC(=C(C=C9)O)O)O
InChI InChI=1S/C45H38O18/c46-18-10-27(54)33-31(11-18)61-43(16-2-5-21(48)25(52)8-16)40(59)37(33)34-29(56)14-32-36(39(34)58)38(41(60)44(62-32)17-3-6-22(49)26(53)9-17)35-28(55)13-23(50)19-12-30(57)42(63-45(19)35)15-1-4-20(47)24(51)7-15/h1-11,13-14,30,37-38,40-44,46-60H,12H2/t30-,37+,38-,40-,41-,42-,43-,44-/m1/s1
InChI Key SXEONTJNLWOUBB-UPQOECPJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C45H38O18
Molecular Weight 866.80 g/mol
Exact Mass 866.20581436 g/mol
Topological Polar Surface Area (TPSA) 331.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 4.44
H-Bond Acceptor 18
H-Bond Donor 15
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-6-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8698 86.98%
Caco-2 - 0.8987 89.87%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.4793 47.93%
OATP2B1 inhibitior - 0.7086 70.86%
OATP1B1 inhibitior + 0.9273 92.73%
OATP1B3 inhibitior + 0.9459 94.59%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.7937 79.37%
P-glycoprotein inhibitior + 0.6974 69.74%
P-glycoprotein substrate - 0.7146 71.46%
CYP3A4 substrate + 0.6108 61.08%
CYP2C9 substrate - 0.5994 59.94%
CYP2D6 substrate + 0.5264 52.64%
CYP3A4 inhibition - 0.8309 83.09%
CYP2C9 inhibition - 0.9071 90.71%
CYP2C19 inhibition - 0.9026 90.26%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition - 0.9155 91.55%
CYP2C8 inhibition + 0.7511 75.11%
CYP inhibitory promiscuity - 0.8625 86.25%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6139 61.39%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.8860 88.60%
Skin irritation - 0.6044 60.44%
Skin corrosion - 0.9317 93.17%
Ames mutagenesis + 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8520 85.20%
Micronuclear + 0.7859 78.59%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.7665 76.65%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.7399 73.99%
Acute Oral Toxicity (c) IV 0.5696 56.96%
Estrogen receptor binding + 0.7753 77.53%
Androgen receptor binding + 0.7435 74.35%
Thyroid receptor binding + 0.6043 60.43%
Glucocorticoid receptor binding - 0.4873 48.73%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.7267 72.67%
Honey bee toxicity - 0.7821 78.21%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.6855 68.55%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL333 P08253 Matrix metalloproteinase-2 400 nM
 IC50
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.74% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.97% 91.49%
CHEMBL4040 P28482 MAP kinase ERK2 96.31% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.59% 96.09%
CHEMBL1929 P47989 Xanthine dehydrogenase 94.28% 96.12%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.66% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.21% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.31% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 85.89% 94.73%
CHEMBL3194 P02766 Transthyretin 85.55% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.38% 95.56%
CHEMBL2535 P11166 Glucose transporter 83.48% 98.75%
CHEMBL4208 P20618 Proteasome component C5 83.39% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.98% 95.89%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 81.84% 96.37%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.71% 94.45%
CHEMBL2581 P07339 Cathepsin D 80.01% 98.95%

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.
Kandelia candel

Cross-Links

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PubChem 162965670
LOTUS LTS0254644
wikiData Q105263086