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[4-[(2S)-8-[(2S,3R)-7-benzoyloxy-5-hydroxy-4-oxo-2-(4-phenylmethoxyphenyl)-2,3-dihydrochromen-3-yl]-5-hydroxy-4-oxo-7-phenylmethoxy-2,3-dihydrochromen-2-yl]-2-phenylmethoxyphenyl] benzoate

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 f0a1aed7-9134-4980-96c8-0df06cd4f25a
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
IUPAC Name [4-[(2S)-8-[(2S,3R)-7-benzoyloxy-5-hydroxy-4-oxo-2-(4-phenylmethoxyphenyl)-2,3-dihydrochromen-3-yl]-5-hydroxy-4-oxo-7-phenylmethoxy-2,3-dihydrochromen-2-yl]-2-phenylmethoxyphenyl] benzoate
SMILES (Canonical) C1C(OC2=C(C1=O)C(=CC(=C2C3C(OC4=CC(=CC(=C4C3=O)O)OC(=O)C5=CC=CC=C5)C6=CC=C(C=C6)OCC7=CC=CC=C7)OCC8=CC=CC=C8)O)C9=CC(=C(C=C9)OC(=O)C1=CC=CC=C1)OCC1=CC=CC=C1
SMILES (Isomeric) C1[C@H](OC2=C(C1=O)C(=CC(=C2[C@@H]3[C@H](OC4=CC(=CC(=C4C3=O)O)OC(=O)C5=CC=CC=C5)C6=CC=C(C=C6)OCC7=CC=CC=C7)OCC8=CC=CC=C8)O)C9=CC(=C(C=C9)OC(=O)C1=CC=CC=C1)OCC1=CC=CC=C1
InChI InChI=1S/C65H48O13/c66-49-33-48(75-64(70)44-22-12-4-13-23-44)34-56-58(49)61(69)60(62(77-56)43-26-29-47(30-27-43)72-37-40-16-6-1-7-17-40)59-55(74-39-42-20-10-3-11-21-42)36-51(68)57-50(67)35-53(76-63(57)59)46-28-31-52(78-65(71)45-24-14-5-15-25-45)54(32-46)73-38-41-18-8-2-9-19-41/h1-34,36,53,60,62,66,68H,35,37-39H2/t53-,60-,62+/m0/s1
InChI Key LIIVJVZBHGZGPL-DSYXRAHASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C65H48O13
Molecular Weight 1037.10 g/mol
Exact Mass 1036.30949158 g/mol
Topological Polar Surface Area (TPSA) 173.00 Ų
XlogP 13.20
Atomic LogP (AlogP) 13.08
H-Bond Acceptor 13
H-Bond Donor 2
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [4-[(2S)-8-[(2S,3R)-7-benzoyloxy-5-hydroxy-4-oxo-2-(4-phenylmethoxyphenyl)-2,3-dihydrochromen-3-yl]-5-hydroxy-4-oxo-7-phenylmethoxy-2,3-dihydrochromen-2-yl]-2-phenylmethoxyphenyl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7068 70.68%
Caco-2 - 0.8882 88.82%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8198 81.98%
OATP2B1 inhibitior - 0.5686 56.86%
OATP1B1 inhibitior + 0.8849 88.49%
OATP1B3 inhibitior + 0.9055 90.55%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8615 86.15%
P-glycoprotein inhibitior + 0.8112 81.12%
P-glycoprotein substrate - 0.5055 50.55%
CYP3A4 substrate + 0.6813 68.13%
CYP2C9 substrate + 0.5995 59.95%
CYP2D6 substrate - 0.8160 81.60%
CYP3A4 inhibition - 0.9449 94.49%
CYP2C9 inhibition + 0.7381 73.81%
CYP2C19 inhibition - 0.6622 66.22%
CYP2D6 inhibition - 0.9175 91.75%
CYP1A2 inhibition - 0.9201 92.01%
CYP2C8 inhibition + 0.8375 83.75%
CYP inhibitory promiscuity - 0.5874 58.74%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6018 60.18%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9000 90.00%
Skin irritation - 0.8497 84.97%
Skin corrosion - 0.9682 96.82%
Ames mutagenesis - 0.5354 53.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7203 72.03%
Micronuclear + 0.7333 73.33%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.9134 91.34%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.4899 48.99%
Acute Oral Toxicity (c) III 0.4480 44.80%
Estrogen receptor binding + 0.7849 78.49%
Androgen receptor binding + 0.8133 81.33%
Thyroid receptor binding + 0.5181 51.81%
Glucocorticoid receptor binding + 0.6239 62.39%
Aromatase binding - 0.5093 50.93%
PPAR gamma + 0.7180 71.80%
Honey bee toxicity - 0.6590 65.90%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9126 91.26%

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
CHEMBL3060 Q9Y345 Glycine transporter 2 98.51% 99.17%
CHEMBL240 Q12809 HERG 98.16% 89.76%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 96.79% 92.67%
CHEMBL4208 P20618 Proteasome component C5 95.62% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.58% 97.09%
CHEMBL2179 P04062 Beta-glucocerebrosidase 95.36% 85.31%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.36% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.93% 96.09%
CHEMBL2243 O00519 Anandamide amidohydrolase 94.51% 97.53%
CHEMBL2535 P11166 Glucose transporter 94.40% 98.75%
CHEMBL2581 P07339 Cathepsin D 93.63% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.51% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.69% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.95% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.55% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.12% 99.15%
CHEMBL1801 P00747 Plasminogen 89.11% 92.44%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 86.63% 83.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.32% 95.89%
CHEMBL3902 P09211 Glutathione S-transferase Pi 82.98% 93.81%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.72% 99.23%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.29% 95.78%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.04% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.80% 92.62%
CHEMBL4040 P28482 MAP kinase ERK2 80.66% 83.82%

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.
Garcinia gardneriana

Cross-Links

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PubChem 163029359
LOTUS LTS0251013
wikiData Q105152214