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(2S,3S,4R,5R,6S)-5-[[(3S,8R,9R,10S,13R,14R,17R)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)-2,3,4,5,6-pentamethyloxane-2,3,4-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 b61b0a2c-739c-40f6-b4a7-112659f34167
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids
IUPAC Name (2S,3S,4R,5R,6S)-5-[[(3S,8R,9R,10S,13R,14R,17R)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)-2,3,4,5,6-pentamethyloxane-2,3,4-triol
SMILES (Canonical) CC(C)C(C)CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5(C(OC(C(C5(C)O)(C)O)(C)O)(C)CO)C)C)C
SMILES (Isomeric) C[C@H](CC[C@@H](C)C(C)C)[C@H]1CC[C@H]2[C@@]1(CC[C@@H]3[C@@H]2CC=C4[C@]3(CC[C@@H](C4)O[C@]5([C@](O[C@]([C@@]([C@@]5(C)O)(C)O)(C)O)(C)CO)C)C)C
InChI InChI=1S/C39H68O6/c1-24(2)25(3)12-13-26(4)30-16-17-31-29-15-14-27-22-28(18-20-33(27,5)32(29)19-21-34(30,31)6)44-38(10)35(7,23-40)45-39(11,43)37(9,42)36(38,8)41/h14,24-26,28-32,40-43H,12-13,15-23H2,1-11H3/t25-,26-,28+,29-,30-,31-,32-,33-,34-,35+,36-,37+,38+,39+/m1/s1
InChI Key LLYWQHCOIOSCFV-BELJYMGFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H68O6
Molecular Weight 633.00 g/mol
Exact Mass 632.50158988 g/mol
Topological Polar Surface Area (TPSA) 99.40 Ų
XlogP 7.60
Atomic LogP (AlogP) 7.41
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4R,5R,6S)-5-[[(3S,8R,9R,10S,13R,14R,17R)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)-2,3,4,5,6-pentamethyloxane-2,3,4-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7912 79.12%
Caco-2 - 0.8153 81.53%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7513 75.13%
OATP2B1 inhibitior - 0.7177 71.77%
OATP1B1 inhibitior + 0.8912 89.12%
OATP1B3 inhibitior + 0.8227 82.27%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.7612 76.12%
P-glycoprotein inhibitior + 0.7422 74.22%
P-glycoprotein substrate + 0.6460 64.60%
CYP3A4 substrate + 0.7413 74.13%
CYP2C9 substrate - 0.5880 58.80%
CYP2D6 substrate - 0.8416 84.16%
CYP3A4 inhibition - 0.8996 89.96%
CYP2C9 inhibition - 0.8533 85.33%
CYP2C19 inhibition - 0.8937 89.37%
CYP2D6 inhibition - 0.9242 92.42%
CYP1A2 inhibition - 0.7561 75.61%
CYP2C8 inhibition + 0.6228 62.28%
CYP inhibitory promiscuity - 0.8082 80.82%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6591 65.91%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9297 92.97%
Skin irritation - 0.5459 54.59%
Skin corrosion - 0.9455 94.55%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6875 68.75%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6081 60.81%
skin sensitisation - 0.8870 88.70%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.6309 63.09%
Acute Oral Toxicity (c) III 0.6997 69.97%
Estrogen receptor binding + 0.6337 63.37%
Androgen receptor binding + 0.7840 78.40%
Thyroid receptor binding + 0.5358 53.58%
Glucocorticoid receptor binding + 0.7125 71.25%
Aromatase binding + 0.6487 64.87%
PPAR gamma + 0.5832 58.32%
Honey bee toxicity - 0.7349 73.49%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5150 51.50%
Fish aquatic toxicity + 0.9597 95.97%

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 98.69% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.57% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.15% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.52% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 92.25% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.02% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.37% 95.89%
CHEMBL325 Q13547 Histone deacetylase 1 88.48% 95.92%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.34% 93.99%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.87% 93.56%
CHEMBL1937 Q92769 Histone deacetylase 2 86.80% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.75% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.88% 97.09%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.76% 90.08%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.57% 95.71%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 83.31% 89.67%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.11% 89.05%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.86% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.82% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.49% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.46% 97.14%
CHEMBL332 P03956 Matrix metalloproteinase-1 80.69% 94.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.57% 94.45%
CHEMBL2094135 Q96BI3 Gamma-secretase 80.43% 98.05%

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.
Prunus mahaleb

Cross-Links

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PubChem 163034764
LOTUS LTS0052341
wikiData Q105153792