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(5aS,10aR)-4-[(1R,5S,6R)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-1,3,10a-trihydroxy-5a-(3-methylbut-2-enyl)-[1]benzofuro[3,2-b]chromen-11-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 42223bcd-d155-4237-bd20-06302bf3fa58
Taxonomy Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
IUPAC Name (5aS,10aR)-4-[(1R,5S,6R)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-1,3,10a-trihydroxy-5a-(3-methylbut-2-enyl)-[1]benzofuro[3,2-b]chromen-11-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H36O11/c1-19(2)12-13-39-27-6-4-5-7-32(27)50-40(39,49)38(48)35-31(46)18-30(45)34(37(35)51-39)26-15-20(3)14-25(23-10-8-21(41)16-28(23)43)33(26)36(47)24-11-9-22(42)17-29(24)44/h4-12,15-18,25-26,33,41-46,49H,13-14H2,1-3H3/t25-,26-,33-,39+,40+/m1/s1
InChI Key BNQCNJCTHKOBKY-NNLMJVJUSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C40H36O11
Molecular Weight 692.70 g/mol
Exact Mass 692.22576196 g/mol
Topological Polar Surface Area (TPSA) 194.00 Ų
XlogP 6.70
Atomic LogP (AlogP) 6.54
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5aS,10aR)-4-[(1R,5S,6R)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-1,3,10a-trihydroxy-5a-(3-methylbut-2-enyl)-[1]benzofuro[3,2-b]chromen-11-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9711 97.11%
Caco-2 - 0.8676 86.76%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6792 67.92%
OATP2B1 inhibitior - 0.7131 71.31%
OATP1B1 inhibitior + 0.8403 84.03%
OATP1B3 inhibitior + 0.8482 84.82%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9927 99.27%
P-glycoprotein inhibitior + 0.8108 81.08%
P-glycoprotein substrate + 0.7309 73.09%
CYP3A4 substrate + 0.7218 72.18%
CYP2C9 substrate + 0.5979 59.79%
CYP2D6 substrate - 0.8189 81.89%
CYP3A4 inhibition - 0.7490 74.90%
CYP2C9 inhibition + 0.6502 65.02%
CYP2C19 inhibition - 0.5623 56.23%
CYP2D6 inhibition - 0.8705 87.05%
CYP1A2 inhibition - 0.7678 76.78%
CYP2C8 inhibition + 0.8421 84.21%
CYP inhibitory promiscuity + 0.6000 60.00%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4579 45.79%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.8836 88.36%
Skin irritation - 0.7144 71.44%
Skin corrosion - 0.9099 90.99%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6737 67.37%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.7925 79.25%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.5713 57.13%
Acute Oral Toxicity (c) I 0.5937 59.37%
Estrogen receptor binding + 0.8197 81.97%
Androgen receptor binding + 0.8027 80.27%
Thyroid receptor binding + 0.6290 62.90%
Glucocorticoid receptor binding + 0.8380 83.80%
Aromatase binding + 0.5754 57.54%
PPAR gamma + 0.7727 77.27%
Honey bee toxicity - 0.7587 75.87%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9969 99.69%

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
CHEMBL240 Q12809 HERG 99.91% 89.76%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.74% 91.11%
CHEMBL2581 P07339 Cathepsin D 99.43% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.26% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.15% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.04% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.90% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.88% 99.23%
CHEMBL4208 P20618 Proteasome component C5 91.36% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.22% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.53% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 89.09% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.65% 97.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 86.25% 93.40%
CHEMBL2535 P11166 Glucose transporter 85.72% 98.75%
CHEMBL3038469 P24941 CDK2/Cyclin A 85.10% 91.38%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.47% 91.07%
CHEMBL236 P41143 Delta opioid receptor 83.30% 99.35%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.49% 95.50%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.42% 93.99%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 82.11% 85.49%
CHEMBL217 P14416 Dopamine D2 receptor 81.74% 95.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.38% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.37% 90.71%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 81.13% 85.11%

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.
Morus cathayana

Cross-Links

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PubChem 163103548
LOTUS LTS0114047
wikiData Q104938969