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(5aR,10aS)-2-[(1R,5S,6R)-6-[2,4-dihydroxy-3-(3-methylbut-2-enyl)benzoyl]-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 a1141df6-ecb5-424a-8491-7e7a8af5794e
Taxonomy Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
IUPAC Name (5aR,10aS)-2-[(1R,5S,6R)-6-[2,4-dihydroxy-3-(3-methylbut-2-enyl)benzoyl]-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)
SMILES (Isomeric)
InChI InChI=1S/C45H44O12/c1-21(2)6-9-27-32(48)13-11-28(40(27)51)41(52)37-29(26-10-7-24(46)18-33(26)49)16-23(5)17-30(37)38-34(50)20-36-39(42(38)53)43(54)44(15-14-22(3)4)45(55,57-36)31-12-8-25(47)19-35(31)56-44/h6-8,10-14,17-20,29-30,37,46-51,53,55H,9,15-16H2,1-5H3/t29-,30-,37-,44+,45-/m1/s1
InChI Key CUJJTBMGUHNKPO-HDISSKQJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C45H44O12
Molecular Weight 776.80 g/mol
Exact Mass 776.28327683 g/mol
Topological Polar Surface Area (TPSA) 214.00 Ų
XlogP 8.30
Atomic LogP (AlogP) 7.76
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5aR,10aS)-2-[(1R,5S,6R)-6-[2,4-dihydroxy-3-(3-methylbut-2-enyl)benzoyl]-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 - 0.8633 86.33%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6792 67.92%
OATP2B1 inhibitior - 0.5673 56.73%
OATP1B1 inhibitior + 0.8122 81.22%
OATP1B3 inhibitior + 0.8482 84.82%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9804 98.04%
P-glycoprotein inhibitior + 0.8054 80.54%
P-glycoprotein substrate + 0.7541 75.41%
CYP3A4 substrate + 0.7212 72.12%
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 + 0.8285 82.85%
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 - 0.9020 90.20%
Skin irritation - 0.7144 71.44%
Skin corrosion - 0.9099 90.99%
Ames mutagenesis + 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6461 64.61%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.7925 79.25%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.8660 86.60%
Acute Oral Toxicity (c) I 0.5937 59.37%
Estrogen receptor binding + 0.8322 83.22%
Androgen receptor binding + 0.7901 79.01%
Thyroid receptor binding + 0.5954 59.54%
Glucocorticoid receptor binding + 0.8116 81.16%
Aromatase binding + 0.6229 62.29%
PPAR gamma + 0.7683 76.83%
Honey bee toxicity - 0.7298 72.98%
Biodegradation - 0.9750 97.50%
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 99.85% 91.11%
CHEMBL2581 P07339 Cathepsin D 99.23% 98.95%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 98.46% 95.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.98% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.66% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.64% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.06% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.82% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.37% 86.33%
CHEMBL4208 P20618 Proteasome component C5 93.20% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.70% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.99% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.73% 90.71%
CHEMBL3038469 P24941 CDK2/Cyclin A 89.61% 91.38%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.04% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 88.67% 94.73%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 87.93% 85.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.04% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.41% 100.00%
CHEMBL217 P14416 Dopamine D2 receptor 85.84% 95.62%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 85.20% 90.93%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 85.12% 85.11%
CHEMBL240 Q12809 HERG 84.30% 89.76%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 83.83% 93.40%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 82.21% 82.38%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.15% 91.03%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.98% 91.07%
CHEMBL236 P41143 Delta opioid receptor 80.58% 99.35%
CHEMBL2535 P11166 Glucose transporter 80.05% 98.75%

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 mongolica

Cross-Links

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PubChem 154497418
LOTUS LTS0164013
wikiData Q104970308