PlantaeDB Logo
Login Sign-up

(3S,8S,9R,10R,13R,14S,17R)-17-[(2R,5R)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-6-hydroxy-6-methylheptan-2-yl]-4,4,9,13,14-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-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 88c99e12-f085-4ca7-97d2-3c5f3483ed21
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (3S,8S,9R,10R,13R,14S,17R)-17-[(2R,5R)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-6-hydroxy-6-methylheptan-2-yl]-4,4,9,13,14-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one
SMILES (Canonical) CC(CCC(C(C)(C)O)OC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)OC3C(C(C(C(O3)CO)O)O)O)C4CCC5(C4(CC(=O)C6(C5CC=C7C6CCC(C7(C)C)OC8C(C(C(C(O8)COC9C(C(C(C(O9)CO)O)O)O)O)O)O)C)C)C
SMILES (Isomeric) C[C@H](CC[C@H](C(C)(C)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)[C@H]4CC[C@@]5([C@@]4(CC(=O)[C@@]6([C@H]5CC=C7[C@H]6CC[C@@H](C7(C)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)O)C)C)C
InChI InChI=1S/C60H100O29/c1-23(9-13-35(57(4,5)79)88-55-50(89-54-49(78)43(72)38(67)29(20-63)84-54)45(74)40(69)31(86-55)22-81-52-47(76)42(71)37(66)28(19-62)83-52)24-15-16-58(6)32-12-10-25-26(60(32,8)33(64)17-59(24,58)7)11-14-34(56(25,2)3)87-53-48(77)44(73)39(68)30(85-53)21-80-51-46(75)41(70)36(65)27(18-61)82-51/h10,23-24,26-32,34-55,61-63,65-79H,9,11-22H2,1-8H3/t23-,24-,26-,27-,28-,29-,30-,31-,32+,34+,35-,36-,37-,38-,39-,40-,41+,42+,43+,44+,45+,46-,47-,48-,49-,50-,51-,52-,53+,54+,55+,58+,59-,60+/m1/s1
InChI Key CGGWHBLPUUKEJC-YMWSYRNLSA-N
Popularity 3 references in papers

Physical and Chemical Properties

Top
Molecular Formula C60H100O29
Molecular Weight 1285.40 g/mol
Exact Mass 1284.63502715 g/mol
Topological Polar Surface Area (TPSA) 474.00 Ų
XlogP -4.00
Atomic LogP (AlogP) -5.20
H-Bond Acceptor 29
H-Bond Donor 18
Rotatable Bonds 20

Synonyms

Top
126105-11-1
19-Norlanost-5-en-11-one, 24-[(O-beta-D-glucopyranosyl-(1-->2)-O-[beta-D-glucopyranosyl-(1-->6)]-beta-D-glucopyranosyl)oxy]-3-[(6-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy]-25-hydroxy-9-methyl-, (3beta,9beta,10alpha,24R)-
HY-N0501
CS-6011
AC-34966
MS-32090
PD057816

2D Structure

Top
2D Structure of (3S,8S,9R,10R,13R,14S,17R)-17-[(2R,5R)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-6-hydroxy-6-methylheptan-2-yl]-4,4,9,13,14-pentamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7907 79.07%
Caco-2 - 0.8788 87.88%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8651 86.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8481 84.81%
OATP1B3 inhibitior - 0.4111 41.11%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.9062 90.62%
P-glycoprotein inhibitior + 0.7463 74.63%
P-glycoprotein substrate + 0.5335 53.35%
CYP3A4 substrate + 0.7307 73.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8687 86.87%
CYP3A4 inhibition - 0.9642 96.42%
CYP2C9 inhibition - 0.8723 87.23%
CYP2C19 inhibition - 0.9158 91.58%
CYP2D6 inhibition - 0.9399 93.99%
CYP1A2 inhibition - 0.8907 89.07%
CYP2C8 inhibition + 0.6154 61.54%
CYP inhibitory promiscuity - 0.9193 91.93%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6168 61.68%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.8991 89.91%
Skin irritation - 0.5922 59.22%
Skin corrosion - 0.9456 94.56%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7934 79.34%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6058 60.58%
skin sensitisation - 0.9044 90.44%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.5659 56.59%
Acute Oral Toxicity (c) III 0.7126 71.26%
Estrogen receptor binding + 0.7719 77.19%
Androgen receptor binding + 0.7592 75.92%
Thyroid receptor binding + 0.6055 60.55%
Glucocorticoid receptor binding + 0.7720 77.20%
Aromatase binding + 0.6513 65.13%
PPAR gamma + 0.8125 81.25%
Honey bee toxicity - 0.6902 69.02%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9649 96.49%

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 98.22% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.07% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.81% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.14% 96.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 93.37% 93.04%
CHEMBL220 P22303 Acetylcholinesterase 93.32% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 92.88% 97.79%
CHEMBL1937 Q92769 Histone deacetylase 2 92.20% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.65% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.31% 95.56%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 89.16% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.31% 86.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.58% 93.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.83% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.32% 96.61%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.31% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 85.66% 94.73%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.86% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.33% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.14% 100.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.99% 96.21%
CHEMBL4581 P52732 Kinesin-like protein 1 82.90% 93.18%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.90% 97.14%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.57% 90.08%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.49% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.08% 89.00%
CHEMBL5028 O14672 ADAM10 81.61% 97.50%
CHEMBL1907 P15144 Aminopeptidase N 80.83% 93.31%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.19% 100.00%

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.
Siraitia grosvenorii
Siraitia siamensis

Cross-Links

Top
PubChem 122706002
LOTUS LTS0244319
wikiData Q104957672