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(2E)-1-[3-[(1S,5S,6R)-6-[2,4-Dihydroxy-3-[(1E)-3-methyl-1-buten-1-yl]benzoyl]-5-(2,4-dihydroxyphenyl)-3-methyl-2-cyclohexen-1-yl]-2,4-dihydroxyphenyl]-3-(2,4-dihydroxyphenyl)-2-propen-1-one

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 4a7ef58f-3862-4905-ad37-859c3ce48a5e
Taxonomy Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
IUPAC Name (E)-1-[3-[(1S,5S,6R)-6-[2,4-dihydroxy-3-[(E)-3-methylbut-1-enyl]benzoyl]-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2,4-dihydroxyphenyl]-3-(2,4-dihydroxyphenyl)prop-2-en-1-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H38O10/c1-20(2)4-9-26-32(44)14-12-28(38(26)48)40(50)36-29(25-10-8-24(42)19-35(25)47)16-21(3)17-30(36)37-33(45)15-11-27(39(37)49)31(43)13-6-22-5-7-23(41)18-34(22)46/h4-15,17-20,29-30,36,41-42,44-49H,16H2,1-3H3/b9-4+,13-6+/t29-,30+,36-/m1/s1
InChI Key JMWCPXJWKKIWQK-WAPLGSCZSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C40H38O10
Molecular Weight 678.70 g/mol
Exact Mass 678.24649740 g/mol
Topological Polar Surface Area (TPSA) 196.00 Ų
XlogP 7.60
Atomic LogP (AlogP) 7.61
H-Bond Acceptor 10
H-Bond Donor 8
Rotatable Bonds 9

Synonyms

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128553-97-9
(2E)-1-[3-[(1S,5S,6R)-6-[2,4-Dihydroxy-3-[(1E)-3-methyl-1-buten-1-yl]benzoyl]-5-(2,4-dihydroxyphenyl)-3-methyl-2-cyclohexen-1-yl]-2,4-dihydroxyphenyl]-3-(2,4-dihydroxyphenyl)-2-propen-1-one
(+)-Artonin C
RV3SX6X6BY
DTXSID901098590
2-Propen-1-one, 1-[3-[(1S,5S,6R)-6-[2,4-dihydroxy-3-[(1E)-3-methyl-1-buten-1-yl]benzoyl]-5-(2,4-dihydroxyphenyl)-3-methyl-2-cyclohexen-1-yl]-2,4-dihydroxyphenyl]-3-(2,4-dihydroxyphenyl)-, (2E)-
2-Propen-1-one, 1-[3-[6-[2,4-dihydroxy-3-(3-methyl-1-butenyl)benzoyl]-5-(2,4-dihydroxyphenyl)-3-methyl-2-cyclohexen-1-yl]-2,4-dihydroxyphenyl]-3-(2,4-dihydroxyphenyl)-, [1S-[1alpha(E),5beta,6alpha(E)]]-

2D Structure

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2D Structure of (2E)-1-[3-[(1S,5S,6R)-6-[2,4-Dihydroxy-3-[(1E)-3-methyl-1-buten-1-yl]benzoyl]-5-(2,4-dihydroxyphenyl)-3-methyl-2-cyclohexen-1-yl]-2,4-dihydroxyphenyl]-3-(2,4-dihydroxyphenyl)-2-propen-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9840 98.40%
Caco-2 - 0.8560 85.60%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8555 85.55%
OATP2B1 inhibitior + 0.5751 57.51%
OATP1B1 inhibitior + 0.8476 84.76%
OATP1B3 inhibitior + 0.8676 86.76%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9038 90.38%
P-glycoprotein inhibitior + 0.7555 75.55%
P-glycoprotein substrate + 0.6962 69.62%
CYP3A4 substrate + 0.6643 66.43%
CYP2C9 substrate - 0.7929 79.29%
CYP2D6 substrate - 0.8571 85.71%
CYP3A4 inhibition - 0.5250 52.50%
CYP2C9 inhibition + 0.9056 90.56%
CYP2C19 inhibition + 0.8805 88.05%
CYP2D6 inhibition - 0.7440 74.40%
CYP1A2 inhibition + 0.9101 91.01%
CYP2C8 inhibition + 0.7901 79.01%
CYP inhibitory promiscuity + 0.8692 86.92%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.7526 75.26%
Carcinogenicity (trinary) Non-required 0.6367 63.67%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.8931 89.31%
Skin irritation - 0.7896 78.96%
Skin corrosion - 0.9073 90.73%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9405 94.05%
Micronuclear + 0.5700 57.00%
Hepatotoxicity - 0.5975 59.75%
skin sensitisation - 0.6112 61.12%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.9099 90.99%
Acute Oral Toxicity (c) III 0.5494 54.94%
Estrogen receptor binding + 0.8097 80.97%
Androgen receptor binding + 0.8578 85.78%
Thyroid receptor binding + 0.6155 61.55%
Glucocorticoid receptor binding + 0.7557 75.57%
Aromatase binding - 0.5253 52.53%
PPAR gamma + 0.7557 75.57%
Honey bee toxicity - 0.7714 77.14%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.7300 73.00%
Fish aquatic toxicity + 1.0000 100.00%

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 98.89% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.61% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.69% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.81% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.74% 85.14%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.15% 97.36%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 93.35% 90.71%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.83% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.29% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.83% 99.15%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.77% 95.89%
CHEMBL2535 P11166 Glucose transporter 88.54% 98.75%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 88.54% 89.62%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 86.10% 85.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.91% 86.33%
CHEMBL3194 P02766 Transthyretin 84.03% 90.71%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.67% 90.24%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 81.66% 85.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.56% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 80.74% 94.73%

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.
Artocarpus integer

Cross-Links

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PubChem 14681572
LOTUS LTS0125342
wikiData Q105131715