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(3S,4S,5R,5'R,10S,13S,14S,17S)-3-[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4S,5R,6R)-3-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-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-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-(hydroxymethyl)-4,5',10,13,14-pentamethylspiro[1,2,3,5,6,7,11,12,15,16-decahydrocyclopenta[a]phenanthrene-17,6'-oxane]-2'-one

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 fec70139-6bfd-4d0f-963d-c9c41b57628d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,4S,5R,5'R,10S,13S,14S,17S)-3-[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4S,5R,6R)-3-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-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-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-(hydroxymethyl)-4,5',10,13,14-pentamethylspiro[1,2,3,5,6,7,11,12,15,16-decahydrocyclopenta[a]phenanthrene-17,6'-oxane]-2'-one
SMILES (Canonical) CC1CCC(=O)OC12CCC3(C2(CCC4=C3CCC5C4(CCC(C5(C)CO)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)O)O)OC1C(C(C(C(O1)CO)O)O)O)OC1C(C(C(C(O1)C)O)O)O)O)O)O)C)C)C
SMILES (Isomeric) C[C@@H]1CCC(=O)O[C@@]12CC[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]([C@H](O7)CO)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]([C@H](O9)CO)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)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/C63H102O33/c1-23-7-10-34(69)96-63(23)16-15-61(5)26-8-9-32-59(3,25(26)11-14-62(61,63)6)13-12-33(60(32,4)22-68)91-54-47(82)43(78)39(74)31(90-54)21-84-56-50(44(79)37(72)28(18-65)87-56)94-58-52(95-53-46(81)41(76)35(70)24(2)85-53)49(40(75)30(20-67)89-58)92-57-51(45(80)38(73)29(19-66)88-57)93-55-48(83)42(77)36(71)27(17-64)86-55/h23-24,27-33,35-58,64-68,70-83H,7-22H2,1-6H3/t23-,24+,27-,28-,29-,30-,31-,32-,33+,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-,60-,61+,62+,63+/m1/s1
InChI Key QPDKIMVLUFWIST-SMMYRYRKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C63H102O33
Molecular Weight 1387.50 g/mol
Exact Mass 1386.6303357 g/mol
Topological Polar Surface Area (TPSA) 521.00 Ų
XlogP -5.40
Atomic LogP (AlogP) -6.86
H-Bond Acceptor 33
H-Bond Donor 19
Rotatable Bonds 18

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,4S,5R,5'R,10S,13S,14S,17S)-3-[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4S,5R,6R)-3-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-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-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-(hydroxymethyl)-4,5',10,13,14-pentamethylspiro[1,2,3,5,6,7,11,12,15,16-decahydrocyclopenta[a]phenanthrene-17,6'-oxane]-2'-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7478 74.78%
Caco-2 - 0.8665 86.65%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8320 83.20%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8299 82.99%
OATP1B3 inhibitior - 0.2720 27.20%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior + 0.9149 91.49%
P-glycoprotein inhibitior + 0.7429 74.29%
P-glycoprotein substrate + 0.5550 55.50%
CYP3A4 substrate + 0.7292 72.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8808 88.08%
CYP3A4 inhibition - 0.9665 96.65%
CYP2C9 inhibition - 0.9294 92.94%
CYP2C19 inhibition - 0.9317 93.17%
CYP2D6 inhibition - 0.9478 94.78%
CYP1A2 inhibition - 0.8984 89.84%
CYP2C8 inhibition + 0.7057 70.57%
CYP inhibitory promiscuity - 0.9271 92.71%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6219 62.19%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.8986 89.86%
Skin irritation - 0.5361 53.61%
Skin corrosion - 0.9475 94.75%
Ames mutagenesis - 0.6254 62.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7994 79.94%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.9265 92.65%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.5613 56.13%
Acute Oral Toxicity (c) III 0.5451 54.51%
Estrogen receptor binding + 0.8103 81.03%
Androgen receptor binding + 0.7596 75.96%
Thyroid receptor binding + 0.5866 58.66%
Glucocorticoid receptor binding + 0.7405 74.05%
Aromatase binding + 0.6721 67.21%
PPAR gamma + 0.8044 80.44%
Honey bee toxicity - 0.6708 67.08%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9527 95.27%

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 97.99% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.05% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.13% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.93% 97.36%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.33% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.91% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 89.39% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.60% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.46% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.49% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 85.47% 92.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.25% 93.04%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.24% 95.89%
CHEMBL259 P32245 Melanocortin receptor 4 84.07% 95.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.64% 94.45%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.51% 95.50%
CHEMBL1871 P10275 Androgen Receptor 82.31% 96.43%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.98% 95.56%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.66% 95.83%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.07% 86.92%

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.
Scilla luciliae

Cross-Links

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PubChem 102244641
LOTUS LTS0037356
wikiData Q105225319