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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-hydroxyphenyl)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 e4031b76-1b97-43bc-848a-c8b58aeac948
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-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC1(CCC2(C1)CCC3C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)OC(=O)C=CC6=CC=C(C=C6)O)O)C)C)C2O)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@@]([C@H]1CC=C4[C@H]2CC[C@@]5([C@@H]4O)CCC(C5)(C)C)(C[C@H]([C@@H]([C@@]3(C)CO)OC(=O)C=CC6=CC=C(C=C6)O)O)C
InChI InChI=1S/C37H52O6/c1-33(2)18-19-37(21-33)17-14-26-25(31(37)42)11-12-28-34(26,3)16-15-29-35(28,4)20-27(40)32(36(29,5)22-38)43-30(41)13-8-23-6-9-24(39)10-7-23/h6-11,13,26-29,31-32,38-40,42H,12,14-22H2,1-5H3/t26-,27-,28+,29-,31-,32+,34+,35-,36+,37-/m1/s1
InChI Key INOPWOULITWYGE-MBVMAXKOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H52O6
Molecular Weight 592.80 g/mol
Exact Mass 592.37638937 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 6.70
Atomic LogP (AlogP) 6.42
H-Bond Acceptor 6
H-Bond Donor 4
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,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-hydroxyphenyl)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 + 0.9957 99.57%
Caco-2 - 0.8385 83.85%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8826 88.26%
OATP2B1 inhibitior - 0.5706 57.06%
OATP1B1 inhibitior + 0.8670 86.70%
OATP1B3 inhibitior - 0.2540 25.40%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6818 68.18%
BSEP inhibitior + 0.9608 96.08%
P-glycoprotein inhibitior + 0.6959 69.59%
P-glycoprotein substrate + 0.5581 55.81%
CYP3A4 substrate + 0.7175 71.75%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8614 86.14%
CYP3A4 inhibition - 0.7501 75.01%
CYP2C9 inhibition - 0.6197 61.97%
CYP2C19 inhibition - 0.7296 72.96%
CYP2D6 inhibition - 0.9218 92.18%
CYP1A2 inhibition - 0.5420 54.20%
CYP2C8 inhibition + 0.7536 75.36%
CYP inhibitory promiscuity - 0.7427 74.27%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6344 63.44%
Eye corrosion - 0.9948 99.48%
Eye irritation - 0.9369 93.69%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9607 96.07%
Ames mutagenesis - 0.7570 75.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6459 64.59%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.6101 61.01%
skin sensitisation - 0.8921 89.21%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.5880 58.80%
Acute Oral Toxicity (c) III 0.5010 50.10%
Estrogen receptor binding + 0.8432 84.32%
Androgen receptor binding + 0.7646 76.46%
Thyroid receptor binding + 0.5738 57.38%
Glucocorticoid receptor binding + 0.7962 79.62%
Aromatase binding + 0.7112 71.12%
PPAR gamma + 0.7094 70.94%
Honey bee toxicity - 0.7964 79.64%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9974 99.74%

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 98.99% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.82% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.33% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.11% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.05% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.80% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 91.15% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.57% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.38% 97.25%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 89.16% 94.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.15% 89.00%
CHEMBL2581 P07339 Cathepsin D 89.05% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 87.82% 94.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.73% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.67% 100.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.40% 91.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.26% 96.00%
CHEMBL206 P03372 Estrogen receptor alpha 84.24% 97.64%
CHEMBL226 P30542 Adenosine A1 receptor 83.84% 95.93%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.28% 94.33%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 82.46% 97.53%
CHEMBL221 P23219 Cyclooxygenase-1 81.93% 90.17%
CHEMBL4040 P28482 MAP kinase ERK2 81.30% 83.82%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.32% 89.67%

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 162819829
LOTUS LTS0029710
wikiData Q105116323