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[(1R,2R,3R,4aR,4bS,7S,8R,10aS,10bR,12aR)-3,7-dihydroxy-1-(hydroxymethyl)-1,1',1',4a,10b-pentamethylspiro[2,3,4,4b,5,7,9,10,10a,11,12,12a-dodecahydrochrysene-8,3'-cyclopentane]-2-yl] 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

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 825a3c8d-cad8-448a-88b8-9dca13d86044
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 12-hydroxysteroids > 12-beta-hydroxysteroids
IUPAC Name [(1R,2R,3R,4aR,4bS,7S,8R,10aS,10bR,12aR)-3,7-dihydroxy-1-(hydroxymethyl)-1,1',1',4a,10b-pentamethylspiro[2,3,4,4b,5,7,9,10,10a,11,12,12a-dodecahydrochrysene-8,3'-cyclopentane]-2-yl] 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H54O7/c1-34(2)17-18-38(21-34)16-13-25-24(32(38)43)9-11-29-35(25,3)15-14-30-36(29,4)20-27(41)33(37(30,5)22-39)45-31(42)12-8-23-7-10-26(40)28(19-23)44-6/h7-10,12,19,25,27,29-30,32-33,39-41,43H,11,13-18,20-22H2,1-6H3/t25-,27-,29+,30-,32-,33+,35+,36-,37+,38-/m1/s1
InChI Key MUHWBCWYHNOFPM-AKYKGWOHSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C38H54O7
Molecular Weight 622.80 g/mol
Exact Mass 622.38695406 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 6.70
Atomic LogP (AlogP) 6.43
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,3R,4aR,4bS,7S,8R,10aS,10bR,12aR)-3,7-dihydroxy-1-(hydroxymethyl)-1,1',1',4a,10b-pentamethylspiro[2,3,4,4b,5,7,9,10,10a,11,12,12a-dodecahydrochrysene-8,3'-cyclopentane]-2-yl] 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9958 99.58%
Caco-2 - 0.8344 83.44%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8768 87.68%
OATP2B1 inhibitior - 0.5734 57.34%
OATP1B1 inhibitior + 0.8766 87.66%
OATP1B3 inhibitior + 0.7927 79.27%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7792 77.92%
BSEP inhibitior + 0.9544 95.44%
P-glycoprotein inhibitior + 0.7549 75.49%
P-glycoprotein substrate + 0.5814 58.14%
CYP3A4 substrate + 0.7163 71.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8434 84.34%
CYP3A4 inhibition - 0.7026 70.26%
CYP2C9 inhibition - 0.5239 52.39%
CYP2C19 inhibition - 0.6172 61.72%
CYP2D6 inhibition - 0.9103 91.03%
CYP1A2 inhibition + 0.6791 67.91%
CYP2C8 inhibition + 0.7788 77.88%
CYP inhibitory promiscuity - 0.7642 76.42%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6597 65.97%
Eye corrosion - 0.9937 99.37%
Eye irritation - 0.9319 93.19%
Skin irritation - 0.6135 61.35%
Skin corrosion - 0.9584 95.84%
Ames mutagenesis - 0.7570 75.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6979 69.79%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.6351 63.51%
skin sensitisation - 0.8865 88.65%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.6986 69.86%
Acute Oral Toxicity (c) III 0.4359 43.59%
Estrogen receptor binding + 0.8428 84.28%
Androgen receptor binding + 0.7673 76.73%
Thyroid receptor binding + 0.5232 52.32%
Glucocorticoid receptor binding + 0.7981 79.81%
Aromatase binding + 0.7169 71.69%
PPAR gamma + 0.7234 72.34%
Honey bee toxicity - 0.7859 78.59%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9958 99.58%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.80% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.67% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.26% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.26% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.18% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 93.47% 91.07%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.24% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.62% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.04% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.76% 97.09%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 90.21% 91.03%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 88.27% 89.62%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.51% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.28% 100.00%
CHEMBL4208 P20618 Proteasome component C5 84.03% 90.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.82% 95.89%
CHEMBL2535 P11166 Glucose transporter 83.54% 98.75%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.09% 94.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.86% 97.36%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.13% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 81.27% 94.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.81% 97.14%
CHEMBL2581 P07339 Cathepsin D 80.62% 98.95%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 80.23% 92.95%

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.
Leonurus japonicus

Cross-Links

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PubChem 162819828
LOTUS LTS0256205
wikiData Q105172378