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(3S,3'R,4R,5R,5'R,10S,13R,14R,17S)-3-[(2S,3S,4R,5S,6S)-6-[[(2R,3S,4R,5S)-3-[(2S,3S,4R,5R,6R)-4-[(2R,3S,4R,5R)-4,5-dihydroxy-3-[(2R,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2R,3R,4R,5S,6R)-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)-3',4,10,13,14-pentamethyl-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 45e23a2c-d2ae-42b7-9c12-43de56e2e9f2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,3'R,4R,5R,5'R,10S,13R,14R,17S)-3-[(2S,3S,4R,5S,6S)-6-[[(2R,3S,4R,5S)-3-[(2S,3S,4R,5R,6R)-4-[(2R,3S,4R,5R)-4,5-dihydroxy-3-[(2R,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2R,3R,4R,5S,6R)-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)-3',4,10,13,14-pentamethyl-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(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(CO1)O)O)O)OC1C(C(C(C(O1)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]([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](CO1)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)C
InChI InChI=1S/C62H98O31/c1-8-27(65)31-15-23(2)62(93-31)16-35(69)61(7)26-9-10-34-58(4,25(26)11-14-60(61,62)6)13-12-36(59(34,5)22-64)88-54-47(80)44(77)41(74)33(87-54)21-84-55-49(39(72)29(67)19-82-55)91-57-51(92-53-46(79)43(76)37(70)24(3)85-53)48(42(75)32(17-63)86-57)89-56-50(40(73)30(68)20-83-56)90-52-45(78)38(71)28(66)18-81-52/h23-24,28-34,36-57,63-64,66-68,70-80H,8-22H2,1-7H3/t23-,24-,28+,29+,30-,31-,32-,33+,34-,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+/m1/s1
InChI Key UHKZBJRPJJUPOP-YBSDJWLMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C62H98O31
Molecular Weight 1339.40 g/mol
Exact Mass 1338.6092063 g/mol
Topological Polar Surface Area (TPSA) 478.00 Ų
XlogP -6.20
Atomic LogP (AlogP) -5.34
H-Bond Acceptor 31
H-Bond Donor 16
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,3'R,4R,5R,5'R,10S,13R,14R,17S)-3-[(2S,3S,4R,5S,6S)-6-[[(2R,3S,4R,5S)-3-[(2S,3S,4R,5R,6R)-4-[(2R,3S,4R,5R)-4,5-dihydroxy-3-[(2R,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2R,3R,4R,5S,6R)-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)-3',4,10,13,14-pentamethyl-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 - 0.8647 86.47%
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 + 0.8160 81.60%
OATP1B3 inhibitior + 0.9075 90.75%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9461 94.61%
P-glycoprotein inhibitior + 0.7442 74.42%
P-glycoprotein substrate + 0.7134 71.34%
CYP3A4 substrate + 0.7453 74.53%
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 + 0.7797 77.97%
CYP inhibitory promiscuity - 0.9286 92.86%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4586 45.86%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8980 89.80%
Skin irritation + 0.6083 60.83%
Skin corrosion - 0.9367 93.67%
Ames mutagenesis - 0.6354 63.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8035 80.35%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7226 72.26%
skin sensitisation - 0.9298 92.98%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.5950 59.50%
Acute Oral Toxicity (c) III 0.5966 59.66%
Estrogen receptor binding + 0.7775 77.75%
Androgen receptor binding + 0.7589 75.89%
Thyroid receptor binding + 0.6375 63.75%
Glucocorticoid receptor binding + 0.7714 77.14%
Aromatase binding + 0.6796 67.96%
PPAR gamma + 0.8094 80.94%
Honey bee toxicity - 0.6452 64.52%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5500 55.00%
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 98.11% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.78% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.44% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.57% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.51% 86.33%
CHEMBL2581 P07339 Cathepsin D 91.38% 98.95%
CHEMBL259 P32245 Melanocortin receptor 4 90.43% 95.38%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.82% 96.61%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.75% 91.24%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.59% 86.92%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.32% 94.00%
CHEMBL1937 Q92769 Histone deacetylase 2 87.90% 94.75%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.82% 95.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.79% 93.04%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.51% 92.62%
CHEMBL1902 P62942 FK506-binding protein 1A 87.44% 97.05%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.37% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.98% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.69% 91.19%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.32% 96.90%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.25% 89.00%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 85.00% 98.00%
CHEMBL226 P30542 Adenosine A1 receptor 84.77% 95.93%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.31% 97.36%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.95% 96.77%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.26% 96.21%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.14% 95.83%
CHEMBL5255 O00206 Toll-like receptor 4 80.77% 92.50%
CHEMBL221 P23219 Cyclooxygenase-1 80.42% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.27% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.16% 91.07%

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 163000946
LOTUS LTS0104949
wikiData Q105272953