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(2R,3R,4S,5S,6R)-2-[[(3S,5R,8S,9S,10S,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

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 7e9c9fa6-756f-4502-826e-c0f8bbd489e5
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(3S,5R,8S,9S,10S,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CCC(CCC(C)C1CCC2C1(CCC3C2C=CC4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)C
SMILES (Isomeric) CC[C@H](CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C=C[C@@H]4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)C(C)C
InChI InChI=1S/C35H60O6/c1-7-22(20(2)3)9-8-21(4)26-12-13-27-25-11-10-23-18-24(14-16-34(23,5)28(25)15-17-35(26,27)6)40-33-32(39)31(38)30(37)29(19-36)41-33/h10-11,20-33,36-39H,7-9,12-19H2,1-6H3/t21-,22-,23+,24+,25+,26-,27+,28+,29-,30-,31+,32-,33-,34+,35-/m1/s1
InChI Key PJWPOUFMMWFJOL-DCJLBTKSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H60O6
Molecular Weight 576.80 g/mol
Exact Mass 576.43898963 g/mol
Topological Polar Surface Area (TPSA) 99.40 Ų
XlogP 7.90
Atomic LogP (AlogP) 5.70
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[[(3S,5R,8S,9S,10S,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7944 79.44%
Caco-2 - 0.8279 82.79%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6643 66.43%
OATP2B1 inhibitior - 0.5789 57.89%
OATP1B1 inhibitior + 0.8511 85.11%
OATP1B3 inhibitior + 0.8678 86.78%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.7028 70.28%
P-glycoprotein inhibitior + 0.6462 64.62%
P-glycoprotein substrate - 0.5753 57.53%
CYP3A4 substrate + 0.7190 71.90%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8283 82.83%
CYP3A4 inhibition - 0.8037 80.37%
CYP2C9 inhibition - 0.8103 81.03%
CYP2C19 inhibition - 0.8245 82.45%
CYP2D6 inhibition - 0.9454 94.54%
CYP1A2 inhibition - 0.8279 82.79%
CYP2C8 inhibition - 0.5884 58.84%
CYP inhibitory promiscuity - 0.7874 78.74%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7233 72.33%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9335 93.35%
Skin irritation - 0.6601 66.01%
Skin corrosion - 0.9513 95.13%
Ames mutagenesis - 0.7270 72.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7272 72.72%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.7384 73.84%
skin sensitisation - 0.9147 91.47%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.9337 93.37%
Acute Oral Toxicity (c) III 0.5105 51.05%
Estrogen receptor binding + 0.7156 71.56%
Androgen receptor binding + 0.6836 68.36%
Thyroid receptor binding - 0.5523 55.23%
Glucocorticoid receptor binding + 0.5737 57.37%
Aromatase binding + 0.5339 53.39%
PPAR gamma + 0.5840 58.40%
Honey bee toxicity - 0.7129 71.29%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9649 96.49%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.93% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.49% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.47% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.33% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.02% 97.09%
CHEMBL2581 P07339 Cathepsin D 92.57% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 91.34% 95.93%
CHEMBL220 P22303 Acetylcholinesterase 88.61% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.81% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.42% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.27% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.81% 96.61%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.55% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.88% 86.33%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.26% 89.62%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.21% 93.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.18% 92.62%
CHEMBL202 P00374 Dihydrofolate reductase 82.60% 89.92%
CHEMBL237 P41145 Kappa opioid receptor 82.13% 98.10%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.60% 96.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.13% 89.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 80.24% 94.23%

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.
Gomphrena serrata

Cross-Links

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PubChem 163083516
LOTUS LTS0184996
wikiData Q105210188