calyxin A

Details

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Internal ID 375cd114-8830-4a6d-a0e5-c681c89f93c0
Taxonomy Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
IUPAC Name (E)-1-[2,4-dihydroxy-3-[(E,3R,5S)-5-hydroxy-1,7-bis(4-hydroxyphenyl)hept-1-en-3-yl]-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
SMILES (Canonical) COC1=C(C(=C(C(=C1)O)C(CC(CCC2=CC=C(C=C2)O)O)C=CC3=CC=C(C=C3)O)O)C(=O)C=CC4=CC=C(C=C4)O
SMILES (Isomeric) COC1=C(C(=C(C(=C1)O)[C@H](C[C@H](CCC2=CC=C(C=C2)O)O)/C=C/C3=CC=C(C=C3)O)O)C(=O)/C=C/C4=CC=C(C=C4)O
InChI InChI=1S/C35H34O8/c1-43-32-21-31(41)33(35(42)34(32)30(40)19-10-24-7-16-28(38)17-8-24)25(11-2-22-3-12-26(36)13-4-22)20-29(39)18-9-23-5-14-27(37)15-6-23/h2-8,10-17,19,21,25,29,36-39,41-42H,9,18,20H2,1H3/b11-2+,19-10+/t25-,29-/m0/s1
InChI Key QFJRXXRSLNGSSQ-UCLDVTQQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H34O8
Molecular Weight 582.60 g/mol
Exact Mass 582.22536804 g/mol
Topological Polar Surface Area (TPSA) 148.00 Ų
XlogP 6.80
Atomic LogP (AlogP) 6.30
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 12

Synonyms

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CHEMBL504530
LMPK12120292

2D Structure

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2D Structure of calyxin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9649 96.49%
Caco-2 - 0.8643 86.43%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8809 88.09%
OATP2B1 inhibitior + 0.5740 57.40%
OATP1B1 inhibitior + 0.8586 85.86%
OATP1B3 inhibitior + 0.9517 95.17%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9088 90.88%
BSEP inhibitior + 0.9894 98.94%
P-glycoprotein inhibitior + 0.8583 85.83%
P-glycoprotein substrate + 0.7069 70.69%
CYP3A4 substrate + 0.6339 63.39%
CYP2C9 substrate - 0.8078 80.78%
CYP2D6 substrate - 0.8192 81.92%
CYP3A4 inhibition + 0.7229 72.29%
CYP2C9 inhibition + 0.5814 58.14%
CYP2C19 inhibition + 0.8001 80.01%
CYP2D6 inhibition - 0.7510 75.10%
CYP1A2 inhibition + 0.8635 86.35%
CYP2C8 inhibition + 0.8302 83.02%
CYP inhibitory promiscuity + 0.6786 67.86%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.8482 84.82%
Carcinogenicity (trinary) Non-required 0.6954 69.54%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9121 91.21%
Skin irritation - 0.7229 72.29%
Skin corrosion - 0.9079 90.79%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8450 84.50%
Micronuclear - 0.6582 65.82%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.8046 80.46%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.9096 90.96%
Acute Oral Toxicity (c) III 0.6266 62.66%
Estrogen receptor binding + 0.7909 79.09%
Androgen receptor binding + 0.8513 85.13%
Thyroid receptor binding + 0.5750 57.50%
Glucocorticoid receptor binding + 0.6795 67.95%
Aromatase binding - 0.6658 66.58%
PPAR gamma + 0.6839 68.39%
Honey bee toxicity - 0.7428 74.28%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9658 96.58%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.18% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.09% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.14% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.54% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.81% 99.17%
CHEMBL3194 P02766 Transthyretin 93.71% 90.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.67% 96.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 93.24% 95.50%
CHEMBL5939 Q9NZ08 Endoplasmic reticulum aminopeptidase 1 91.96% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.61% 90.71%
CHEMBL2535 P11166 Glucose transporter 89.75% 98.75%
CHEMBL1255126 O15151 Protein Mdm4 89.54% 90.20%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.28% 93.99%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.60% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.55% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.33% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.34% 95.56%
CHEMBL3437 Q16853 Amine oxidase, copper containing 83.79% 94.00%
CHEMBL4208 P20618 Proteasome component C5 82.65% 90.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 82.24% 91.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.70% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.68% 96.95%
CHEMBL3401 O75469 Pregnane X receptor 80.64% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.29% 86.92%

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.
Alpinia roxburghii

Cross-Links

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PubChem 10817087
NPASS NPC43345
ChEMBL CHEMBL504530
LOTUS LTS0063798
wikiData Q76416013