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(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,6-trihydroxy-3,4-dihydro-2H-chromen-8-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 0987a0d2-0f42-494b-8758-23b5df962b24
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
IUPAC Name (2R,3R,4S)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,6-trihydroxy-3,4-dihydro-2H-chromen-8-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=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(=C(C=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(53)34-31(11-18)61-44(17-3-6-23(49)26(52)9-17)41(60)37(34)35-28(54)14-32-36(39(35)58)33(40(59)43(62-32)16-2-5-22(48)25(51)8-16)19-12-29(55)38(57)20-13-30(56)42(63-45(19)20)15-1-4-21(47)24(50)7-15/h1-12,14,30,33,37,40-44,46-60H,13H2/t30-,33+,37-,40-,41-,42-,43-,44-/m1/s1
InChI Key LUHSAQXAWGYFFI-SLVUGFETSA-N
Popularity 1 reference 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)-3,5,6-trihydroxy-3,4-dihydro-2H-chromen-8-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 + 0.7606 76.06%
Caco-2 - 0.8974 89.74%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.4654 46.54%
OATP2B1 inhibitior - 0.7084 70.84%
OATP1B1 inhibitior + 0.9173 91.73%
OATP1B3 inhibitior + 0.9699 96.99%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.7955 79.55%
P-glycoprotein inhibitior + 0.6910 69.10%
P-glycoprotein substrate - 0.6349 63.49%
CYP3A4 substrate + 0.6300 63.00%
CYP2C9 substrate - 0.5994 59.94%
CYP2D6 substrate + 0.5264 52.64%
CYP3A4 inhibition - 0.8203 82.03%
CYP2C9 inhibition - 0.8458 84.58%
CYP2C19 inhibition - 0.8611 86.11%
CYP2D6 inhibition - 0.8594 85.94%
CYP1A2 inhibition - 0.8740 87.40%
CYP2C8 inhibition + 0.7915 79.15%
CYP inhibitory promiscuity - 0.8668 86.68%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5773 57.73%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.8864 88.64%
Skin irritation - 0.6248 62.48%
Skin corrosion - 0.9262 92.62%
Ames mutagenesis + 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8684 86.84%
Micronuclear + 0.7659 76.59%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.8003 80.03%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.7012 70.12%
Acute Oral Toxicity (c) IV 0.4889 48.89%
Estrogen receptor binding + 0.7740 77.40%
Androgen receptor binding + 0.7597 75.97%
Thyroid receptor binding + 0.5895 58.95%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding - 0.4897 48.97%
PPAR gamma + 0.7239 72.39%
Honey bee toxicity - 0.7740 77.40%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.6987 69.87%

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 99.83% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.68% 91.49%
CHEMBL4040 P28482 MAP kinase ERK2 97.41% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.39% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.57% 97.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.23% 99.15%
CHEMBL1929 P47989 Xanthine dehydrogenase 89.11% 96.12%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.06% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 85.32% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.25% 95.56%
CHEMBL3194 P02766 Transthyretin 85.02% 90.71%
CHEMBL2535 P11166 Glucose transporter 83.12% 98.75%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 82.18% 96.37%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.99% 95.89%
CHEMBL2581 P07339 Cathepsin D 81.88% 98.95%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.77% 95.78%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 81.30% 97.31%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.72% 94.45%
CHEMBL4208 P20618 Proteasome component C5 80.41% 90.00%
CHEMBL3438 Q05513 Protein kinase C zeta 80.01% 88.48%

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 162946703
LOTUS LTS0051255
wikiData Q105157439