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[(1R,2R,3R,4aR,4bR,7S,8R,10aS,10bR,12aR)-2,3,7-trihydroxy-1,1',1',4a,10a,10b-hexamethylspiro[3,4,4b,5,7,9,10,11,12,12a-decahydro-2H-chrysene-8,3'-cyclopentane]-1-yl]methyl (E)-3-(3,4-dihydroxyphenyl)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 6bb2c244-04ed-4b4f-8668-e81b231f18cb
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 12-hydroxysteroids > 12-beta-hydroxysteroids
IUPAC Name [(1R,2R,3R,4aR,4bR,7S,8R,10aS,10bR,12aR)-2,3,7-trihydroxy-1,1',1',4a,10a,10b-hexamethylspiro[3,4,4b,5,7,9,10,11,12,12a-decahydro-2H-chrysene-8,3'-cyclopentane]-1-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC1(CCC2(C1)CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)COC(=O)C=CC6=CC(=C(C=C6)O)O)O)O)C)C)C2O)C)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@@]([C@H]1CC=C4[C@]2(CC[C@]5([C@@H]4O)CCC(C5)(C)C)C)(C[C@H]([C@@H]([C@@]3(C)COC(=O)/C=C/C6=CC(=C(C=C6)O)O)O)O)C
InChI InChI=1S/C38H54O7/c1-33(2)15-17-38(21-33)18-16-36(5)24(31(38)43)9-11-29-34(3)20-27(41)32(44)35(4,28(34)13-14-37(29,36)6)22-45-30(42)12-8-23-7-10-25(39)26(40)19-23/h7-10,12,19,27-29,31-32,39-41,43-44H,11,13-18,20-22H2,1-6H3/b12-8+/t27-,28-,29-,31-,32+,34+,35+,36-,37-,38-/m1/s1
InChI Key QSFNJGZYMRKGFE-ACCOSBQHSA-N
Popularity 1 reference 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) 127.00 Ų
XlogP 6.90
Atomic LogP (AlogP) 6.51
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,3R,4aR,4bR,7S,8R,10aS,10bR,12aR)-2,3,7-trihydroxy-1,1',1',4a,10a,10b-hexamethylspiro[3,4,4b,5,7,9,10,11,12,12a-decahydro-2H-chrysene-8,3'-cyclopentane]-1-yl]methyl (E)-3-(3,4-dihydroxyphenyl)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 + 0.9945 99.45%
Caco-2 - 0.8375 83.75%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.9113 91.13%
OATP2B1 inhibitior - 0.5728 57.28%
OATP1B1 inhibitior + 0.8806 88.06%
OATP1B3 inhibitior + 0.8277 82.77%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.8068 80.68%
BSEP inhibitior + 0.9576 95.76%
P-glycoprotein inhibitior + 0.7340 73.40%
P-glycoprotein substrate - 0.5667 56.67%
CYP3A4 substrate + 0.7135 71.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8572 85.72%
CYP3A4 inhibition - 0.8758 87.58%
CYP2C9 inhibition - 0.5732 57.32%
CYP2C19 inhibition - 0.6056 60.56%
CYP2D6 inhibition - 0.9016 90.16%
CYP1A2 inhibition + 0.7141 71.41%
CYP2C8 inhibition + 0.8011 80.11%
CYP inhibitory promiscuity - 0.8279 82.79%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6343 63.43%
Eye corrosion - 0.9943 99.43%
Eye irritation - 0.9250 92.50%
Skin irritation - 0.5748 57.48%
Skin corrosion - 0.9549 95.49%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6737 67.37%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.8546 85.46%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.6800 68.00%
Acute Oral Toxicity (c) III 0.3783 37.83%
Estrogen receptor binding + 0.8176 81.76%
Androgen receptor binding + 0.8166 81.66%
Thyroid receptor binding + 0.5579 55.79%
Glucocorticoid receptor binding + 0.7816 78.16%
Aromatase binding + 0.7032 70.32%
PPAR gamma + 0.7193 71.93%
Honey bee toxicity - 0.7994 79.94%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6015 60.15%
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 99.76% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.42% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.70% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.73% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.43% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 93.42% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.53% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 91.41% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.79% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 90.16% 90.17%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 88.19% 91.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.61% 95.89%
CHEMBL2581 P07339 Cathepsin D 85.27% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.60% 99.15%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.13% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.70% 90.71%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.79% 91.03%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.35% 97.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.01% 96.95%

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 76324770
NPASS NPC235557
ChEMBL CHEMBL3104849
LOTUS LTS0077140
wikiData Q105226938