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(2S,3S,4R,5R,6S)-6-[[(3S,4R,4aR,6aR,6bS,8S,8aR,9R,10R,12aS,14aS,14bR)-8,9,10-trihydroxy-4-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-8a-[[(2R)-2-methylbutanoyl]oxymethyl]-2,3,4a,5,6,6b,7,8,9,10,12,12a,14,14a-tetradecahydro-1H-picen-3-yl]oxymethyl]-3,4,5-trihydroxyoxane-2-carboxylic 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 931cbad4-82f7-4933-959e-a2dc7ed59cda
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives
IUPAC Name (2S,3S,4R,5R,6S)-6-[[(3S,4R,4aR,6aR,6bS,8S,8aR,9R,10R,12aS,14aS,14bR)-8,9,10-trihydroxy-4-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-8a-[[(2R)-2-methylbutanoyl]oxymethyl]-2,3,4a,5,6,6b,7,8,9,10,12,12a,14,14a-tetradecahydro-1H-picen-3-yl]oxymethyl]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CCC(C)C(=O)OCC12C(CC3C(=CCC4C3(CCC5C4(CCC(C5(C)CO)OCC6C(C(C(C(O6)C(=O)O)O)O)O)C)C)C1CC(C(C2O)O)(C)C)O
SMILES (Isomeric) CC[C@@H](C)C(=O)OC[C@@]12[C@H](C[C@@H]3C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H]([C@@]5(C)CO)OC[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O)C)C)[C@@H]1CC([C@H]([C@@H]2O)O)(C)C)O
InChI InChI=1S/C41H66O13/c1-8-20(2)36(51)53-19-41-23(16-37(3,4)33(47)34(41)48)21-9-10-25-38(5,22(21)15-27(41)43)13-11-26-39(25,6)14-12-28(40(26,7)18-42)52-17-24-29(44)30(45)31(46)32(54-24)35(49)50/h9,20,22-34,42-48H,8,10-19H2,1-7H3,(H,49,50)/t20-,22-,23+,24+,25+,26-,27+,28+,29+,30-,31+,32+,33+,34+,38+,39-,40+,41+/m1/s1
InChI Key JKGNZNFZFDFHFG-SLYAGDMFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H66O13
Molecular Weight 767.00 g/mol
Exact Mass 766.45034216 g/mol
Topological Polar Surface Area (TPSA) 224.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.19
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4R,5R,6S)-6-[[(3S,4R,4aR,6aR,6bS,8S,8aR,9R,10R,12aS,14aS,14bR)-8,9,10-trihydroxy-4-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-8a-[[(2R)-2-methylbutanoyl]oxymethyl]-2,3,4a,5,6,6b,7,8,9,10,12,12a,14,14a-tetradecahydro-1H-picen-3-yl]oxymethyl]-3,4,5-trihydroxyoxane-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8818 88.18%
Caco-2 - 0.8731 87.31%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8572 85.72%
OATP2B1 inhibitior - 0.8715 87.15%
OATP1B1 inhibitior + 0.8271 82.71%
OATP1B3 inhibitior - 0.3083 30.83%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.5792 57.92%
P-glycoprotein inhibitior + 0.7585 75.85%
P-glycoprotein substrate + 0.5149 51.49%
CYP3A4 substrate + 0.7152 71.52%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8705 87.05%
CYP3A4 inhibition - 0.5782 57.82%
CYP2C9 inhibition - 0.8180 81.80%
CYP2C19 inhibition - 0.8550 85.50%
CYP2D6 inhibition - 0.9304 93.04%
CYP1A2 inhibition - 0.8646 86.46%
CYP2C8 inhibition + 0.6898 68.98%
CYP inhibitory promiscuity - 0.9365 93.65%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6744 67.44%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9111 91.11%
Skin irritation - 0.5694 56.94%
Skin corrosion - 0.9444 94.44%
Ames mutagenesis - 0.7570 75.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6470 64.70%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6482 64.82%
skin sensitisation - 0.9015 90.15%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.9003 90.03%
Acute Oral Toxicity (c) III 0.7595 75.95%
Estrogen receptor binding + 0.7280 72.80%
Androgen receptor binding + 0.7082 70.82%
Thyroid receptor binding - 0.5972 59.72%
Glucocorticoid receptor binding + 0.7151 71.51%
Aromatase binding + 0.6540 65.40%
PPAR gamma + 0.7335 73.35%
Honey bee toxicity - 0.7448 74.48%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9763 97.63%

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 98.10% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.85% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.44% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 96.13% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.96% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.49% 91.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.58% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.86% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 87.80% 90.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.13% 91.07%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.92% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.73% 95.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.74% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.61% 99.17%
CHEMBL2581 P07339 Cathepsin D 81.88% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.55% 86.33%
CHEMBL5028 O14672 ADAM10 81.45% 97.50%
CHEMBL2179 P04062 Beta-glucocerebrosidase 81.40% 85.31%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.87% 100.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 80.53% 94.23%
CHEMBL5255 O00206 Toll-like receptor 4 80.04% 92.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.00% 82.69%

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.
Gymnema sylvestre

Cross-Links

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PubChem 163191078
LOTUS LTS0179637
wikiData Q105130195