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(3S,3'R,5R,5'S,10S,13S,14S,17S)-3-[(2R,3R,4S,5S,6R)-6-[[(2R,3S,4R,5R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-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-4,4-bis(hydroxymethyl)-3',10,13,14-tetramethyl-5'-propanoylspiro[2,3,5,6,7,11,12,16-octahydro-1H-cyclopenta[a]phenanthrene-17,2'-oxolane]-15-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 30504ffe-308c-4c2a-9616-06cc56c868e3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,3'R,5R,5'S,10S,13S,14S,17S)-3-[(2R,3R,4S,5S,6R)-6-[[(2R,3S,4R,5R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-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-4,4-bis(hydroxymethyl)-3',10,13,14-tetramethyl-5'-propanoylspiro[2,3,5,6,7,11,12,16-octahydro-1H-cyclopenta[a]phenanthrene-17,2'-oxolane]-15-one
SMILES (Canonical) CCC(=O)C1CC(C2(O1)CC(=O)C3(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)O)OC9C(C(C(C(O9)C)O)O)O)O)O)O)C)C)C)C
SMILES (Isomeric) CCC(=O)[C@@H]1C[C@H]([C@@]2(O1)CC(=O)[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)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)O)O)O)C)C)C)C
InChI InChI=1S/C52H82O24/c1-7-25(56)27-14-21(2)52(76-27)15-31(58)50(6)24-8-9-30-48(4,23(24)10-13-49(50,52)5)12-11-32(51(30,19-54)20-55)73-45-41(67)38(64)36(62)29(72-45)18-69-46-42(34(60)26(57)17-68-46)75-47-43(39(65)35(61)28(16-53)71-47)74-44-40(66)37(63)33(59)22(3)70-44/h21-22,26-30,32-47,53-55,57,59-67H,7-20H2,1-6H3/t21-,22+,26-,27+,28-,29-,30-,32+,33+,34-,35-,36-,37-,38+,39+,40-,41-,42+,43-,44+,45+,46-,47+,48-,49+,50-,52+/m1/s1
InChI Key HWOJCSDJGWOIAH-RTKZOOBDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C52H82O24
Molecular Weight 1091.20 g/mol
Exact Mass 1090.51960348 g/mol
Topological Polar Surface Area (TPSA) 380.00 Ų
XlogP -4.40
Atomic LogP (AlogP) -3.29
H-Bond Acceptor 24
H-Bond Donor 13
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,3'R,5R,5'S,10S,13S,14S,17S)-3-[(2R,3R,4S,5S,6R)-6-[[(2R,3S,4R,5R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-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-4,4-bis(hydroxymethyl)-3',10,13,14-tetramethyl-5'-propanoylspiro[2,3,5,6,7,11,12,16-octahydro-1H-cyclopenta[a]phenanthrene-17,2'-oxolane]-15-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8843 88.43%
Caco-2 - 0.8741 87.41%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8293 82.93%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8049 80.49%
OATP1B3 inhibitior + 0.9075 90.75%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9314 93.14%
P-glycoprotein inhibitior + 0.7470 74.70%
P-glycoprotein substrate + 0.6778 67.78%
CYP3A4 substrate + 0.7400 74.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8581 85.81%
CYP3A4 inhibition - 0.6466 64.66%
CYP2C9 inhibition - 0.8830 88.30%
CYP2C19 inhibition - 0.9109 91.09%
CYP2D6 inhibition - 0.9372 93.72%
CYP1A2 inhibition - 0.9156 91.56%
CYP2C8 inhibition + 0.7523 75.23%
CYP inhibitory promiscuity - 0.9286 92.86%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4586 45.86%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9020 90.20%
Skin irritation + 0.6083 60.83%
Skin corrosion - 0.9367 93.67%
Ames mutagenesis - 0.6254 62.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8125 81.25%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7226 72.26%
skin sensitisation - 0.9298 92.98%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.6813 68.13%
Acute Oral Toxicity (c) III 0.5966 59.66%
Estrogen receptor binding + 0.8115 81.15%
Androgen receptor binding + 0.7531 75.31%
Thyroid receptor binding + 0.5447 54.47%
Glucocorticoid receptor binding + 0.7141 71.41%
Aromatase binding + 0.6184 61.84%
PPAR gamma + 0.8000 80.00%
Honey bee toxicity - 0.6506 65.06%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9720 97.20%

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 98.36% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.03% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.53% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.24% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.98% 97.09%
CHEMBL2581 P07339 Cathepsin D 91.67% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.82% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.53% 94.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.51% 95.50%
CHEMBL259 P32245 Melanocortin receptor 4 89.19% 95.38%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.01% 86.92%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.98% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 88.72% 91.49%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.56% 93.04%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.51% 92.62%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.13% 91.24%
CHEMBL226 P30542 Adenosine A1 receptor 86.09% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.70% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.09% 89.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.07% 96.90%
CHEMBL340 P08684 Cytochrome P450 3A4 84.77% 91.19%
CHEMBL1937 Q92769 Histone deacetylase 2 84.50% 94.75%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.46% 96.21%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.86% 97.36%
CHEMBL5255 O00206 Toll-like receptor 4 81.62% 92.50%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 81.56% 98.00%
CHEMBL221 P23219 Cyclooxygenase-1 80.42% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.27% 95.56%

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 162987023
LOTUS LTS0031716
wikiData Q105034747