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(3S,4S,4'R,5R,10S,13S,14S,17S)-3-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-(hydroxymethyl)-4,4',10,13,14-pentamethylspiro[2,3,5,6,7,11,12,16-octahydro-1H-cyclopenta[a]phenanthrene-17,5'-oxolane]-2',15-dione

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 0aa2fa81-14c3-430e-9069-2021f7fbef7a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,4S,4'R,5R,10S,13S,14S,17S)-3-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-(hydroxymethyl)-4,4',10,13,14-pentamethylspiro[2,3,5,6,7,11,12,16-octahydro-1H-cyclopenta[a]phenanthrene-17,5'-oxolane]-2',15-dione
SMILES (Canonical) CC1CC(=O)OC12CC(=O)C3(C2(CCC4=C3CCC5C4(CCC(C5(C)CO)OC6C(C(C(C(O6)COC7C(C(C(CO7)O)O)OC8C(C(C(C(O8)CO)O)OC9C(C(C(CO9)O)O)OC1C(C(C(O1)CO)O)O)OC1C(C(C(C(O1)C)O)O)O)O)O)O)C)C)C
SMILES (Isomeric) C[C@@H]1CC(=O)O[C@@]12CC(=O)[C@@]3([C@@]2(CCC4=C3CC[C@@H]5[C@@]4(CC[C@@H]([C@]5(C)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@H](CO7)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O[C@H]9[C@@H]([C@H]([C@H](CO9)O)O)O[C@H]1[C@@H]([C@H]([C@@H](O1)CO)O)O)O[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O)O)O)O)O)O)C)C)C
InChI InChI=1S/C59H92O31/c1-21-13-33(66)90-59(21)14-31(65)58(6)24-7-8-30-55(3,23(24)9-12-57(58,59)5)11-10-32(56(30,4)20-62)85-50-44(77)41(74)38(71)29(84-50)19-80-52-46(35(68)25(63)17-78-52)88-54-48(89-49-43(76)40(73)34(67)22(2)81-49)45(39(72)28(16-61)83-54)86-53-47(36(69)26(64)18-79-53)87-51-42(75)37(70)27(15-60)82-51/h21-22,25-30,32,34-54,60-64,67-77H,7-20H2,1-6H3/t21-,22+,25+,26+,27+,28-,29-,30-,32+,34+,35+,36+,37+,38-,39-,40-,41+,42-,43-,44-,45+,46-,47-,48-,49+,50+,51+,52+,53+,54+,55-,56-,57+,58-,59+/m1/s1
InChI Key SJOMZGAEXUNLKA-YTSZGPPISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C59H92O31
Molecular Weight 1297.30 g/mol
Exact Mass 1296.5622561 g/mol
Topological Polar Surface Area (TPSA) 478.00 Ų
XlogP -6.30
Atomic LogP (AlogP) -6.16
H-Bond Acceptor 31
H-Bond Donor 16
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,4S,4'R,5R,10S,13S,14S,17S)-3-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-(hydroxymethyl)-4,4',10,13,14-pentamethylspiro[2,3,5,6,7,11,12,16-octahydro-1H-cyclopenta[a]phenanthrene-17,5'-oxolane]-2',15-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8056 80.56%
Caco-2 - 0.8662 86.62%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8501 85.01%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8150 81.50%
OATP1B3 inhibitior + 0.9025 90.25%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5521 55.21%
BSEP inhibitior + 0.9270 92.70%
P-glycoprotein inhibitior + 0.7436 74.36%
P-glycoprotein substrate + 0.6608 66.08%
CYP3A4 substrate + 0.7390 73.90%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8820 88.20%
CYP3A4 inhibition - 0.8389 83.89%
CYP2C9 inhibition - 0.9095 90.95%
CYP2C19 inhibition - 0.9382 93.82%
CYP2D6 inhibition - 0.9468 94.68%
CYP1A2 inhibition - 0.9168 91.68%
CYP2C8 inhibition + 0.7536 75.36%
CYP inhibitory promiscuity - 0.9561 95.61%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4754 47.54%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.8988 89.88%
Skin irritation + 0.5722 57.22%
Skin corrosion - 0.9383 93.83%
Ames mutagenesis - 0.6554 65.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8075 80.75%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.9306 93.06%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity + 0.6458 64.58%
Acute Oral Toxicity (c) III 0.4809 48.09%
Estrogen receptor binding + 0.7949 79.49%
Androgen receptor binding + 0.7580 75.80%
Thyroid receptor binding + 0.6164 61.64%
Glucocorticoid receptor binding + 0.7418 74.18%
Aromatase binding + 0.6603 66.03%
PPAR gamma + 0.8008 80.08%
Honey bee toxicity - 0.6298 62.98%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9587 95.87%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.33% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.81% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.83% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.41% 97.09%
CHEMBL1902 P62942 FK506-binding protein 1A 91.93% 97.05%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.40% 86.33%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.02% 86.92%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 90.77% 91.24%
CHEMBL1951 P21397 Monoamine oxidase A 89.44% 91.49%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.88% 93.04%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 87.83% 95.83%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.84% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.48% 94.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.33% 92.88%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.84% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.77% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.59% 92.94%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.18% 95.71%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.86% 89.05%
CHEMBL1937 Q92769 Histone deacetylase 2 83.81% 94.75%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 83.52% 98.00%
CHEMBL259 P32245 Melanocortin receptor 4 83.07% 95.38%
CHEMBL5255 O00206 Toll-like receptor 4 82.93% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.61% 89.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.38% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 81.94% 95.93%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.71% 97.36%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.13% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.21% 91.07%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.18% 95.50%

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.
Bellevalia paradoxa

Cross-Links

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PubChem 11194202
LOTUS LTS0152879
wikiData Q105254460