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(5aR,10aR)-2-[(1R,5S,6R)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-1,3,5a,8-tetrahydroxy-10a-(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 bcb0f02a-e174-4d04-8b1e-bf3f5d2db3e6
Taxonomy Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
IUPAC Name (5aR,10aR)-2-[(1R,5S,6R)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-1,3,5a,8-tetrahydroxy-10a-(3-methylbut-2-enyl)-[1]benzofuro[3,2-b]chromen-11-one
SMILES (Canonical) CC1=CC(C(C(C1)C2=C(C=C(C=C2)O)O)C(=O)C3=C(C=C(C=C3)O)O)C4=C(C5=C(C=C4O)OC6(C7=C(C=C(C=C7)O)OC6(C5=O)CC=C(C)C)O)O
SMILES (Isomeric) CC1=C[C@H]([C@@H]([C@H](C1)C2=C(C=C(C=C2)O)O)C(=O)C3=C(C=C(C=C3)O)O)C4=C(C5=C(C=C4O)O[C@@]6(C7=C(C=C(C=C7)O)O[C@@]6(C5=O)CC=C(C)C)O)O
InChI InChI=1S/C40H36O12/c1-18(2)10-11-39-38(49)35-32(52-40(39,50)27-9-6-22(43)16-31(27)51-39)17-30(46)34(37(35)48)26-13-19(3)12-25(23-7-4-20(41)14-28(23)44)33(26)36(47)24-8-5-21(42)15-29(24)45/h4-10,13-17,25-26,33,41-46,48,50H,11-12H2,1-3H3/t25-,26-,33-,39-,40-/m1/s1
InChI Key SUOXGDJCEWTZIZ-JPNCQBQXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H36O12
Molecular Weight 708.70 g/mol
Exact Mass 708.22067658 g/mol
Topological Polar Surface Area (TPSA) 214.00 Ų
XlogP 6.30
Atomic LogP (AlogP) 6.25
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5aR,10aR)-2-[(1R,5S,6R)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-1,3,5a,8-tetrahydroxy-10a-(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 - 0.8758 87.58%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6792 67.92%
OATP2B1 inhibitior + 0.5678 56.78%
OATP1B1 inhibitior + 0.8257 82.57%
OATP1B3 inhibitior + 0.8482 84.82%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9744 97.44%
P-glycoprotein inhibitior + 0.7961 79.61%
P-glycoprotein substrate + 0.7443 74.43%
CYP3A4 substrate + 0.7124 71.24%
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 + 0.8159 81.59%
CYP inhibitory promiscuity + 0.6000 60.00%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4579 45.79%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.8912 89.12%
Skin irritation - 0.7144 71.44%
Skin corrosion - 0.9099 90.99%
Ames mutagenesis + 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7592 75.92%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.7925 79.25%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.8351 83.51%
Acute Oral Toxicity (c) I 0.5937 59.37%
Estrogen receptor binding + 0.7911 79.11%
Androgen receptor binding + 0.7948 79.48%
Thyroid receptor binding + 0.5855 58.55%
Glucocorticoid receptor binding + 0.8042 80.42%
Aromatase binding + 0.5994 59.94%
PPAR gamma + 0.7293 72.93%
Honey bee toxicity - 0.7610 76.10%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6100 61.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.78% 91.11%
CHEMBL2581 P07339 Cathepsin D 99.30% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.31% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.30% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.95% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.10% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.03% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.82% 95.56%
CHEMBL4208 P20618 Proteasome component C5 92.04% 90.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.41% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.04% 99.23%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 88.31% 95.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.08% 97.09%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 87.54% 90.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.42% 95.89%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 86.61% 85.11%
CHEMBL3038469 P24941 CDK2/Cyclin A 86.56% 91.38%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.07% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.78% 95.89%
CHEMBL217 P14416 Dopamine D2 receptor 85.46% 95.62%
CHEMBL3401 O75469 Pregnane X receptor 85.07% 94.73%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 84.63% 85.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.59% 91.07%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.97% 91.24%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 80.67% 93.40%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.66% 94.00%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 80.58% 94.42%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.15% 100.00%

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 154497417
LOTUS LTS0006724
wikiData Q105261231