PlantaeDB Logo
Login Sign-up

1-[(2'S,3S,4S,4'R,5S,10R,13R,14R,17R)-3-[(2R,3S,4S,5S,6R)-6-[[(2S,3S,4S,5S)-3-[(2S,3R,4S,5S,6S)-4-[(2R,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2R,3S,4S,5S,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[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

Top
Internal ID 420d0b1c-b4d2-408f-b977-551f40cf1e65
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 1-[(2'S,3S,4S,4'R,5S,10R,13R,14R,17R)-3-[(2R,3S,4S,5S,6R)-6-[[(2S,3S,4S,5S)-3-[(2S,3R,4S,5S,6S)-4-[(2R,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2R,3S,4S,5S,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[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(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[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/C62H100O30/c1-8-28(65)32-17-24(2)62(92-32)16-15-60(6)27-9-10-35-58(4,26(27)11-14-61(60,62)7)13-12-36(59(35,5)23-64)87-54-47(79)44(76)41(73)34(86-54)22-83-55-49(39(71)30(67)20-81-55)90-57-51(91-53-46(78)43(75)37(69)25(3)84-53)48(42(74)33(18-63)85-57)88-56-50(40(72)31(68)21-82-56)89-52-45(77)38(70)29(66)19-80-52/h24-25,29-57,63-64,66-79H,8-23H2,1-7H3/t24-,25+,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-,61-,62-/m1/s1
InChI Key JMQGEKVNXDAXFI-SRYKWBRLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C62H100O30
Molecular Weight 1325.40 g/mol
Exact Mass 1324.62994177 g/mol
Topological Polar Surface Area (TPSA) 461.00 Ų
XlogP -4.90
Atomic LogP (AlogP) -4.51
H-Bond Acceptor 30
H-Bond Donor 16
Rotatable Bonds 17

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8976 89.76%
Caco-2 - 0.8667 86.67%
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 + 0.8191 81.91%
OATP1B3 inhibitior + 0.8848 88.48%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9272 92.72%
P-glycoprotein inhibitior + 0.7440 74.40%
P-glycoprotein substrate + 0.7006 70.06%
CYP3A4 substrate + 0.7444 74.44%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8581 85.81%
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 + 0.7924 79.24%
CYP inhibitory promiscuity - 0.9080 90.80%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5035 50.35%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.8986 89.86%
Skin irritation + 0.5778 57.78%
Skin corrosion - 0.9389 93.89%
Ames mutagenesis - 0.6354 63.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8143 81.43%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.9215 92.15%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.8554 85.54%
Acute Oral Toxicity (c) III 0.5308 53.08%
Estrogen receptor binding + 0.8035 80.35%
Androgen receptor binding + 0.7603 76.03%
Thyroid receptor binding + 0.6045 60.45%
Glucocorticoid receptor binding + 0.7606 76.06%
Aromatase binding + 0.6732 67.32%
PPAR gamma + 0.8146 81.46%
Honey bee toxicity - 0.6507 65.07%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9601 96.01%

Targets

Top

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 97.97% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.98% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.42% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 94.86% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.50% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.61% 95.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.39% 96.61%
CHEMBL233 P35372 Mu opioid receptor 90.62% 97.93%
CHEMBL259 P32245 Melanocortin receptor 4 90.36% 95.38%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.63% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.13% 86.33%
CHEMBL2581 P07339 Cathepsin D 88.69% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.56% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.01% 100.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.56% 86.92%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.96% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.64% 91.19%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.15% 91.24%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.41% 92.62%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.03% 96.90%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.00% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.65% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.48% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.47% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 80.46% 90.17%

Plants that contains it

Top
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

Top
PubChem 162972406
LOTUS LTS0065267
wikiData Q105131590