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(3S,5S,10S,13R,14S,17R)-3-[(2S,3R,4S,5S)-4-[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,4,10,13-tetramethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-14-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 e9b76184-8b96-450f-9c1e-f3bdc925fe73
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,5S,10S,13R,14S,17R)-3-[(2S,3R,4S,5S)-4-[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,4,10,13-tetramethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-14-carboxylic acid
SMILES (Canonical) CC(CCC=C(C)C)C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)OC5C(C(C(CO5)O)OC6C(C(C(CO6)O)OC7C(C(C(C(O7)CO)O)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C)C(=O)O
SMILES (Isomeric) C[C@H](CCC=C(C)C)[C@H]1CC[C@@]2([C@@]1(CCC3=C2CC[C@H]4[C@@]3(CC[C@@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@H](CO5)O)O[C@H]6[C@@H]([C@H]([C@H](CO6)O)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O)O)O)O)O[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO)O)O)O)C)C)C(=O)O
InChI InChI=1S/C52H84O21/c1-23(2)9-8-10-24(3)25-14-18-52(48(64)65)27-11-12-32-49(4,5)33(15-16-50(32,6)26(27)13-17-51(25,52)7)70-47-43(73-46-39(62)37(60)35(58)31(20-54)69-46)42(29(56)22-67-47)72-44-40(63)41(28(55)21-66-44)71-45-38(61)36(59)34(57)30(19-53)68-45/h9,24-25,28-47,53-63H,8,10-22H2,1-7H3,(H,64,65)/t24-,25-,28+,29+,30-,31-,32-,33+,34+,35+,36+,37+,38-,39-,40-,41+,42+,43-,44+,45+,46+,47+,50-,51-,52+/m1/s1
InChI Key VTSMBFKSVVGHBS-SUAOLHCISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C52H84O21
Molecular Weight 1045.20 g/mol
Exact Mass 1044.55050968 g/mol
Topological Polar Surface Area (TPSA) 334.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 0.12
H-Bond Acceptor 20
H-Bond Donor 12
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5S,10S,13R,14S,17R)-3-[(2S,3R,4S,5S)-4-[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,4,10,13-tetramethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-14-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 + 0.8258 82.58%
Caco-2 - 0.8823 88.23%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8432 84.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.6940 69.40%
OATP1B3 inhibitior - 0.3515 35.15%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior + 0.9379 93.79%
P-glycoprotein inhibitior + 0.7491 74.91%
P-glycoprotein substrate - 0.5274 52.74%
CYP3A4 substrate + 0.7256 72.56%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
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 + 0.6476 64.76%
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 - 0.9038 90.38%
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 + 0.7804 78.04%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7682 76.82%
skin sensitisation - 0.9029 90.29%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.6896 68.96%
Acute Oral Toxicity (c) III 0.6642 66.42%
Estrogen receptor binding + 0.8100 81.00%
Androgen receptor binding + 0.7605 76.05%
Thyroid receptor binding - 0.5201 52.01%
Glucocorticoid receptor binding + 0.7118 71.18%
Aromatase binding + 0.6378 63.78%
PPAR gamma + 0.7898 78.98%
Honey bee toxicity - 0.6783 67.83%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6255 62.55%
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
CHEMBL2581 P07339 Cathepsin D 97.14% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.00% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.84% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.19% 94.45%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 91.71% 91.24%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.26% 95.50%
CHEMBL226 P30542 Adenosine A1 receptor 87.95% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.90% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.32% 86.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.80% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 86.20% 90.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.03% 99.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.45% 93.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.29% 94.33%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 85.29% 92.78%
CHEMBL5028 O14672 ADAM10 85.00% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 84.34% 92.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.17% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.45% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.29% 93.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.92% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.84% 92.62%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.79% 82.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.37% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.11% 96.47%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.72% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.65% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 81.50% 91.19%
CHEMBL2514 O95665 Neurotensin receptor 2 81.00% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.04% 92.94%

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.
There are no matching plants.

Cross-Links

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PubChem 162917849
LOTUS LTS0055815
wikiData Q105292982