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1-[(2'S,3S,4'R,5R,10S,13S,14S,17S)-3-[(2R,3R,4S,5S,6R)-6-[[(2R,3S,4R,5R)-3-[(2S,3R,4S,5R,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4-[(2S,3R,4S,5R,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)oxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4,4-bis(hydroxymethyl)-4',10,13,14-tetramethylspiro[1,2,3,5,6,7,11,12,15,16-decahydrocyclopenta[a]phenanthrene-17,5'-oxolane]-2'-yl]propan-1-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 8a8dc5e5-3ef8-4b31-8431-89b43050481f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 1-[(2'S,3S,4'R,5R,10S,13S,14S,17S)-3-[(2R,3R,4S,5S,6R)-6-[[(2R,3S,4R,5R)-3-[(2S,3R,4S,5R,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4-[(2S,3R,4S,5R,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)oxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4,4-bis(hydroxymethyl)-4',10,13,14-tetramethylspiro[1,2,3,5,6,7,11,12,15,16-decahydrocyclopenta[a]phenanthrene-17,5'-oxolane]-2'-yl]propan-1-one
SMILES (Canonical) CCC(=O)C1CC(C2(O1)CCC3(C2(CCC4=C3CCC5C4(CCC(C5(CO)CO)OC6C(C(C(C(O6)COC7C(C(C(CO7)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(CO1)(CO)O)O)O)O)O)C)C)C)C
SMILES (Isomeric) CCC(=O)[C@@H]1C[C@H]([C@@]2(O1)CC[C@@]3([C@@]2(CCC4=C3CC[C@@H]5[C@@]4(CC[C@@H](C5(CO)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]([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@](CO1)(CO)O)O)O)O)O)C)C)C)C
InChI InChI=1S/C63H102O33/c1-6-28(70)30-15-25(2)63(96-30)14-13-59(4)27-7-8-35-58(3,26(27)9-12-60(59,63)5)11-10-36(61(35,21-67)22-68)91-52-45(80)43(78)40(75)34(90-52)20-85-54-48(37(72)29(71)19-84-54)94-56-50(95-57-51(82)62(83,23-69)24-86-57)47(41(76)33(18-66)89-56)92-55-49(44(79)39(74)32(17-65)88-55)93-53-46(81)42(77)38(73)31(16-64)87-53/h25,29-57,64-69,71-83H,6-24H2,1-5H3/t25-,29-,30+,31-,32-,33-,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+,60+,62-,63+/m1/s1
InChI Key YCAHGROKXJTUKO-MLVJWFKWSA-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 -6.40
Atomic LogP (AlogP) -7.21
H-Bond Acceptor 33
H-Bond Donor 19
Rotatable Bonds 21

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[(2'S,3S,4'R,5R,10S,13S,14S,17S)-3-[(2R,3R,4S,5S,6R)-6-[[(2R,3S,4R,5R)-3-[(2S,3R,4S,5R,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4-[(2S,3R,4S,5R,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)oxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4,4-bis(hydroxymethyl)-4',10,13,14-tetramethylspiro[1,2,3,5,6,7,11,12,15,16-decahydrocyclopenta[a]phenanthrene-17,5'-oxolane]-2'-yl]propan-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8976 89.76%
Caco-2 - 0.8652 86.52%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7839 78.39%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8132 81.32%
OATP1B3 inhibitior + 0.8848 88.48%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9309 93.09%
P-glycoprotein inhibitior + 0.7436 74.36%
P-glycoprotein substrate + 0.7100 71.00%
CYP3A4 substrate + 0.7478 74.78%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8671 86.71%
CYP3A4 inhibition - 0.8066 80.66%
CYP2C9 inhibition - 0.9030 90.30%
CYP2C19 inhibition - 0.9064 90.64%
CYP2D6 inhibition - 0.9282 92.82%
CYP1A2 inhibition - 0.9152 91.52%
CYP2C8 inhibition + 0.8005 80.05%
CYP inhibitory promiscuity - 0.9080 90.80%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5035 50.35%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.8981 89.81%
Skin irritation + 0.5778 57.78%
Skin corrosion - 0.9389 93.89%
Ames mutagenesis - 0.6054 60.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8021 80.21%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.9215 92.15%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.7153 71.53%
Acute Oral Toxicity (c) III 0.5308 53.08%
Estrogen receptor binding + 0.7755 77.55%
Androgen receptor binding + 0.7642 76.42%
Thyroid receptor binding + 0.6064 60.64%
Glucocorticoid receptor binding + 0.7391 73.91%
Aromatase binding + 0.6575 65.75%
PPAR gamma + 0.8020 80.20%
Honey bee toxicity - 0.6533 65.33%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9601 96.01%

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
CHEMBL226 P30542 Adenosine A1 receptor 97.47% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.20% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.75% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.35% 96.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 94.26% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.17% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.85% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.71% 96.61%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.43% 86.92%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.68% 91.24%
CHEMBL259 P32245 Melanocortin receptor 4 89.27% 95.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.20% 94.45%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 88.53% 98.75%
CHEMBL2581 P07339 Cathepsin D 87.52% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.12% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.93% 94.00%
CHEMBL221 P23219 Cyclooxygenase-1 85.77% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.44% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 85.23% 91.19%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.63% 96.90%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.48% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 83.82% 92.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.73% 94.33%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 83.50% 92.86%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.28% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.81% 92.94%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.71% 92.88%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.42% 82.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.02% 97.14%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 81.80% 92.32%
CHEMBL220 P22303 Acetylcholinesterase 81.78% 94.45%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 81.14% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.96% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.06% 99.17%

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 162971651
LOTUS LTS0022369
wikiData Q105346149