(2R,5R,6S)-5-hydroxy-2-[(3S,5S,10S,13S,14R,16R,17R)-16-hydroxy-10,13-dimethyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-5-propan-2-yl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptanoic acid

Details

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Internal ID e11ca751-6253-4f94-9c2b-30cf8bcf36e1
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name (2R,5R,6S)-5-hydroxy-2-[(3S,5S,10S,13S,14R,16R,17R)-16-hydroxy-10,13-dimethyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-5-propan-2-yl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptanoic acid
SMILES (Canonical) CC(C)C(CCC(C1C(CC2C1(CC=C3C2=CCC4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)O)C(=O)O)(C(C)OC6C(C(C(C(O6)CO)O)O)O)O
SMILES (Isomeric) C[C@@H]([C@@](CC[C@H]([C@H]1[C@@H](C[C@@H]2[C@@]1(CC=C3C2=CC[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)O)C(=O)O)(C(C)C)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
InChI InChI=1S/C41H66O16/c1-18(2)41(53,19(3)54-37-34(49)32(47)30(45)27(16-42)56-37)13-9-23(36(51)52)29-26(44)15-25-22-7-6-20-14-21(8-11-39(20,4)24(22)10-12-40(25,29)5)55-38-35(50)33(48)31(46)28(17-43)57-38/h7,10,18-21,23,25-35,37-38,42-50,53H,6,8-9,11-17H2,1-5H3,(H,51,52)/t19-,20-,21-,23+,25-,26+,27+,28+,29-,30+,31+,32-,33-,34+,35+,37+,38+,39-,40-,41+/m0/s1
InChI Key FXHXTDIMRXFQJB-DVXTYQIRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C41H66O16
Molecular Weight 815.00 g/mol
Exact Mass 814.43508601 g/mol
Topological Polar Surface Area (TPSA) 277.00 Ų
XlogP -0.10
Atomic LogP (AlogP) -0.29
H-Bond Acceptor 15
H-Bond Donor 11
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,5R,6S)-5-hydroxy-2-[(3S,5S,10S,13S,14R,16R,17R)-16-hydroxy-10,13-dimethyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-5-propan-2-yl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8258 82.58%
Caco-2 - 0.8786 87.86%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8432 84.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8217 82.17%
OATP1B3 inhibitior - 0.3515 35.15%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior + 0.5895 58.95%
P-glycoprotein inhibitior + 0.7169 71.69%
P-glycoprotein substrate + 0.5833 58.33%
CYP3A4 substrate + 0.7246 72.46%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8911 89.11%
CYP3A4 inhibition - 0.9446 94.46%
CYP2C9 inhibition - 0.8769 87.69%
CYP2C19 inhibition - 0.9253 92.53%
CYP2D6 inhibition - 0.9396 93.96%
CYP1A2 inhibition - 0.9147 91.47%
CYP2C8 inhibition + 0.6480 64.80%
CYP inhibitory promiscuity - 0.9524 95.24%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6051 60.51%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9122 91.22%
Skin irritation - 0.5396 53.96%
Skin corrosion - 0.9439 94.39%
Ames mutagenesis - 0.7148 71.48%
Human Ether-a-go-go-Related Gene inhibition + 0.6639 66.39%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6066 60.66%
skin sensitisation - 0.9029 90.29%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity + 0.5336 53.36%
Acute Oral Toxicity (c) III 0.6642 66.42%
Estrogen receptor binding + 0.8480 84.80%
Androgen receptor binding + 0.7335 73.35%
Thyroid receptor binding - 0.5465 54.65%
Glucocorticoid receptor binding + 0.6244 62.44%
Aromatase binding + 0.6284 62.84%
PPAR gamma + 0.7391 73.91%
Honey bee toxicity - 0.7141 71.41%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9477 94.77%

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 98.89% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.22% 91.11%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 98.10% 94.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.55% 97.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 95.17% 94.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.56% 97.25%
CHEMBL4040 P28482 MAP kinase ERK2 92.41% 83.82%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 92.32% 94.97%
CHEMBL2581 P07339 Cathepsin D 92.09% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.86% 94.45%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 91.85% 94.08%
CHEMBL5255 O00206 Toll-like receptor 4 88.11% 92.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.33% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.25% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.33% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.29% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.70% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.44% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.28% 95.56%
CHEMBL2094135 Q96BI3 Gamma-secretase 82.88% 98.05%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.83% 100.00%
CHEMBL5028 O14672 ADAM10 82.50% 97.50%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.68% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 81.53% 97.79%
CHEMBL237 P41145 Kappa opioid receptor 81.30% 98.10%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.27% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.62% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.29% 97.14%
CHEMBL1914 P06276 Butyrylcholinesterase 80.16% 95.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.16% 96.47%

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.
Decaneuropsis cumingiana

Cross-Links

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PubChem 162930449
LOTUS LTS0257027
wikiData Q105003951