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3-[[(3R,5R,8R,9R,10R,13S,14S,17R)-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)oxolan-2-yl]-4,4,8,10,13,14-hexamethyl-1,2,3,5,6,7,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-3-oxopropanoic acid

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 80c9c006-29f8-4604-b67e-c440b1ca333e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters
IUPAC Name 3-[[(3R,5R,8R,9R,10R,13S,14S,17R)-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)oxolan-2-yl]-4,4,8,10,13,14-hexamethyl-1,2,3,5,6,7,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-3-oxopropanoic acid
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1OC(=O)CC(=O)O)C)CCC4(C3(CCC4C5CCC(O5)C(C)(C)O)C)C)C)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@]4(CC[C@H](C([C@@H]4CC[C@]3([C@@]1(CC[C@H]2[C@@H]5CC[C@@H](O5)C(C)(C)O)C)C)(C)C)OC(=O)CC(=O)O)C
InChI InChI=1S/C33H54O6/c1-28(2)22-12-17-32(7)23(30(22,5)15-14-24(28)39-27(36)19-26(34)35)13-16-31(6)20(11-18-33(31,32)8)21-9-10-25(38-21)29(3,4)37/h20-25,37H,9-19H2,1-8H3,(H,34,35)/t20-,21-,22-,23+,24+,25+,30-,31-,32+,33+/m0/s1
InChI Key HIUVQFWLHZJMGU-RMXHXGNXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H54O6
Molecular Weight 546.80 g/mol
Exact Mass 546.39203944 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 7.70
Atomic LogP (AlogP) 6.77
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[[(3R,5R,8R,9R,10R,13S,14S,17R)-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)oxolan-2-yl]-4,4,8,10,13,14-hexamethyl-1,2,3,5,6,7,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-3-oxopropanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9783 97.83%
Caco-2 - 0.7734 77.34%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.8106 81.06%
OATP2B1 inhibitior - 0.5629 56.29%
OATP1B1 inhibitior + 0.8304 83.04%
OATP1B3 inhibitior + 0.7953 79.53%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9037 90.37%
BSEP inhibitior - 0.5609 56.09%
P-glycoprotein inhibitior + 0.6833 68.33%
P-glycoprotein substrate - 0.7191 71.91%
CYP3A4 substrate + 0.7254 72.54%
CYP2C9 substrate - 0.8096 80.96%
CYP2D6 substrate - 0.8754 87.54%
CYP3A4 inhibition + 0.5307 53.07%
CYP2C9 inhibition - 0.7649 76.49%
CYP2C19 inhibition - 0.7710 77.10%
CYP2D6 inhibition - 0.9644 96.44%
CYP1A2 inhibition - 0.8622 86.22%
CYP2C8 inhibition + 0.5703 57.03%
CYP inhibitory promiscuity - 0.9151 91.51%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6273 62.73%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9073 90.73%
Skin irritation - 0.5379 53.79%
Skin corrosion - 0.9133 91.33%
Ames mutagenesis - 0.6237 62.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4006 40.06%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.6747 67.47%
skin sensitisation - 0.9038 90.38%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.6977 69.77%
Acute Oral Toxicity (c) I 0.7112 71.12%
Estrogen receptor binding + 0.6921 69.21%
Androgen receptor binding + 0.7333 73.33%
Thyroid receptor binding + 0.5288 52.88%
Glucocorticoid receptor binding + 0.7689 76.89%
Aromatase binding + 0.7480 74.80%
PPAR gamma + 0.6962 69.62%
Honey bee toxicity - 0.8044 80.44%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9865 98.65%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.69% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.12% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.85% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.18% 85.14%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 89.98% 100.00%
CHEMBL204 P00734 Thrombin 89.62% 96.01%
CHEMBL340 P08684 Cytochrome P450 3A4 88.53% 91.19%
CHEMBL5028 O14672 ADAM10 88.05% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.85% 100.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.65% 95.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.45% 94.45%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.91% 93.04%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.76% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.32% 91.07%
CHEMBL4979 P13866 Sodium/glucose cotransporter 1 83.92% 98.24%
CHEMBL4040 P28482 MAP kinase ERK2 82.97% 83.82%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.63% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.29% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.00% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.48% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 81.46% 90.17%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 81.40% 81.11%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.37% 94.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.31% 99.17%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.05% 97.28%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.85% 82.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.75% 99.23%

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.
Betula glandulosa

Cross-Links

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PubChem 162963557
LOTUS LTS0018205
wikiData Q105029035