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[(1R,2R,3R,4aR,4bR,7S,8R,10aS,10bR,12aR)-3,7-dihydroxy-1-(hydroxymethyl)-1,1',1',4a,10a,10b-hexamethylspiro[3,4,4b,5,7,9,10,11,12,12a-decahydro-2H-chrysene-8,3'-cyclopentane]-2-yl] (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 609b55c9-5a89-4c8b-92d0-4196a4a7c234
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)-3,7-dihydroxy-1-(hydroxymethyl)-1,1',1',4a,10a,10b-hexamethylspiro[3,4,4b,5,7,9,10,11,12,12a-decahydro-2H-chrysene-8,3'-cyclopentane]-2-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC1(CCC2(C1)CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)OC(=O)C=CC6=CC(=C(C=C6)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)CO)OC(=O)/C=C/C6=CC(=C(C=C6)O)O)O)C
InChI InChI=1S/C38H54O7/c1-33(2)15-17-38(21-33)18-16-36(5)24(31(38)44)9-11-29-34(3)20-27(42)32(35(4,22-39)28(34)13-14-37(29,36)6)45-30(43)12-8-23-7-10-25(40)26(41)19-23/h7-10,12,19,27-29,31-32,39-42,44H,11,13-18,20-22H2,1-6H3/b12-8+/t27-,28-,29-,31-,32+,34+,35+,36-,37-,38-/m1/s1
InChI Key NLFLJRYMGRWUDD-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)-3,7-dihydroxy-1-(hydroxymethyl)-1,1',1',4a,10a,10b-hexamethylspiro[3,4,4b,5,7,9,10,11,12,12a-decahydro-2H-chrysene-8,3'-cyclopentane]-2-yl] (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 + 0.9937 99.37%
Caco-2 - 0.8376 83.76%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.9023 90.23%
OATP2B1 inhibitior - 0.5720 57.20%
OATP1B1 inhibitior + 0.8826 88.26%
OATP1B3 inhibitior - 0.2488 24.88%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7568 75.68%
BSEP inhibitior + 0.9496 94.96%
P-glycoprotein inhibitior + 0.7206 72.06%
P-glycoprotein substrate - 0.5197 51.97%
CYP3A4 substrate + 0.7087 70.87%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8609 86.09%
CYP3A4 inhibition - 0.8129 81.29%
CYP2C9 inhibition - 0.6237 62.37%
CYP2C19 inhibition - 0.6842 68.42%
CYP2D6 inhibition - 0.9080 90.80%
CYP1A2 inhibition + 0.6495 64.95%
CYP2C8 inhibition + 0.7937 79.37%
CYP inhibitory promiscuity - 0.8340 83.40%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6566 65.66%
Eye corrosion - 0.9940 99.40%
Eye irritation - 0.9269 92.69%
Skin irritation - 0.5790 57.90%
Skin corrosion - 0.9541 95.41%
Ames mutagenesis - 0.7570 75.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6805 68.05%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.7960 79.60%
skin sensitisation - 0.8735 87.35%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.4511 45.11%
Acute Oral Toxicity (c) III 0.4968 49.68%
Estrogen receptor binding + 0.8078 80.78%
Androgen receptor binding + 0.8086 80.86%
Thyroid receptor binding + 0.5538 55.38%
Glucocorticoid receptor binding + 0.7793 77.93%
Aromatase binding + 0.7181 71.81%
PPAR gamma + 0.7116 71.16%
Honey bee toxicity - 0.7838 78.38%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6300 63.00%
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 99.83% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.15% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.85% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.19% 96.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 93.33% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.07% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.68% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.46% 89.00%
CHEMBL2581 P07339 Cathepsin D 89.45% 98.95%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 88.76% 91.03%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 87.68% 91.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.96% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.39% 100.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.15% 99.15%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.26% 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 76317392
NPASS NPC26045
ChEMBL CHEMBL3104850
LOTUS LTS0246001
wikiData Q105181310