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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-6-yl]-6-[(2R,3R,4S)-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 14f4f90f-1b74-4d22-86a0-1dd435467f20
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-6-yl]-6-[(2R,3R,4S)-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(=C(C(=C2)O)C3C(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)C9=CC(=C(C=C9)O)O)O
SMILES (Isomeric) C1[C@H]([C@H](OC2=C1C(=C(C(=C2)O)[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)C9=CC(=C(C=C9)O)O)O
InChI InChI=1S/C45H38O18/c46-18-10-26(53)33-31(11-18)62-44(16-2-5-21(48)24(51)8-16)41(59)37(33)35-28(55)14-32-36(40(35)58)38(42(60)45(63-32)17-3-6-22(49)25(52)9-17)34-27(54)13-30-19(39(34)57)12-29(56)43(61-30)15-1-4-20(47)23(50)7-15/h1-11,13-14,29,37-38,41-60H,12H2/t29-,37-,38+,41-,42-,43-,44-,45-/m1/s1
InChI Key LZWPUQXLJHIUFD-VYVBCXQGSA-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-6-yl]-6-[(2R,3R,4S)-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 - 0.8936 89.36%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.4793 47.93%
OATP2B1 inhibitior - 0.7074 70.74%
OATP1B1 inhibitior + 0.9161 91.61%
OATP1B3 inhibitior + 0.9459 94.59%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6452 64.52%
P-glycoprotein inhibitior + 0.6897 68.97%
P-glycoprotein substrate - 0.8053 80.53%
CYP3A4 substrate + 0.5722 57.22%
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 + 0.7059 70.59%
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 - 0.8867 88.67%
Skin irritation - 0.6044 60.44%
Skin corrosion - 0.9317 93.17%
Ames mutagenesis + 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7775 77.75%
Micronuclear + 0.7859 78.59%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.7665 76.65%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.7482 74.82%
Acute Oral Toxicity (c) IV 0.5696 56.96%
Estrogen receptor binding + 0.7673 76.73%
Androgen receptor binding + 0.7440 74.40%
Thyroid receptor binding + 0.5838 58.38%
Glucocorticoid receptor binding - 0.4811 48.11%
Aromatase binding + 0.5457 54.57%
PPAR gamma + 0.7050 70.50%
Honey bee toxicity - 0.8029 80.29%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.6855 68.55%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 99.73% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.38% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.83% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.33% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.41% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.04% 99.15%
CHEMBL1929 P47989 Xanthine dehydrogenase 87.37% 96.12%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.49% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 84.08% 83.82%
CHEMBL3401 O75469 Pregnane X receptor 83.46% 94.73%
CHEMBL2535 P11166 Glucose transporter 83.12% 98.75%
CHEMBL3194 P02766 Transthyretin 82.79% 90.71%
CHEMBL4208 P20618 Proteasome component C5 82.52% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.11% 95.89%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 82.03% 96.37%

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.
Aesculus hippocastanum
Kandelia candel

Cross-Links

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PubChem 12003800
LOTUS LTS0256268
wikiData Q105160177