PlantaeDB Logo
Login Sign-up

(3S,8R,9S,10R,13S,14S,17Z)-3-[(2R,3R,4S,5S,6R)-5-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-17-[(6R)-6-methyl-3-oxo-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-ylidene]-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-16-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 49e3ef54-0fad-4637-94c6-967c40fb9700
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (3S,8R,9S,10R,13S,14S,17Z)-3-[(2R,3R,4S,5S,6R)-5-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-17-[(6R)-6-methyl-3-oxo-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-ylidene]-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-16-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3C(OC(C(C3O)OC4C(C(C(C(O4)C)O)O)O)OC5CCC6(C7CCC8(C(C7CC=C6C5)CC(=O)C8=C(C)C(=O)CCC(C)COC9C(C(C(C(O9)CO)O)O)O)C)C)CO)C)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H](O[C@H]([C@@H]([C@@H]2O)O)O[C@@H]3[C@H](O[C@H]([C@@H]([C@H]3O)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O)O)O)O[C@H]5CC[C@@]6([C@H]7CC[C@]\8([C@H]([C@@H]7CC=C6C5)CC(=O)/C8=C(/C)\C(=O)CC[C@@H](C)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C)C)CO)C)O)O)O
InChI InChI=1S/C57H90O26/c1-21(20-74-51-43(69)41(67)38(64)33(18-58)79-51)8-11-31(60)22(2)35-32(61)17-30-28-10-9-26-16-27(12-14-56(26,6)29(28)13-15-57(30,35)7)78-55-50(83-53-45(71)40(66)37(63)24(4)76-53)47(73)49(34(19-59)80-55)82-54-46(72)42(68)48(25(5)77-54)81-52-44(70)39(65)36(62)23(3)75-52/h9,21,23-25,27-30,33-34,36-55,58-59,62-73H,8,10-20H2,1-7H3/b35-22+/t21-,23+,24+,25+,27+,28-,29+,30+,33-,34-,36+,37+,38-,39-,40-,41+,42+,43-,44-,45-,46-,47+,48+,49-,50-,51-,52+,53+,54+,55-,56+,57+/m1/s1
InChI Key JUISACYFFZQDOB-IISPGFOZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C57H90O26
Molecular Weight 1191.30 g/mol
Exact Mass 1190.57203297 g/mol
Topological Polar Surface Area (TPSA) 410.00 Ų
XlogP -3.20
Atomic LogP (AlogP) -3.01
H-Bond Acceptor 26
H-Bond Donor 14
Rotatable Bonds 17

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3S,8R,9S,10R,13S,14S,17Z)-3-[(2R,3R,4S,5S,6R)-5-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-17-[(6R)-6-methyl-3-oxo-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-ylidene]-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-16-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7135 71.35%
Caco-2 - 0.8701 87.01%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8629 86.29%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8498 84.98%
OATP1B3 inhibitior + 0.7884 78.84%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.5298 52.98%
BSEP inhibitior + 0.9611 96.11%
P-glycoprotein inhibitior + 0.7449 74.49%
P-glycoprotein substrate + 0.6511 65.11%
CYP3A4 substrate + 0.7412 74.12%
CYP2C9 substrate - 0.7956 79.56%
CYP2D6 substrate - 0.8844 88.44%
CYP3A4 inhibition - 0.9295 92.95%
CYP2C9 inhibition - 0.9215 92.15%
CYP2C19 inhibition - 0.9385 93.85%
CYP2D6 inhibition - 0.9550 95.50%
CYP1A2 inhibition - 0.8971 89.71%
CYP2C8 inhibition + 0.6640 66.40%
CYP inhibitory promiscuity - 0.9438 94.38%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6009 60.09%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9001 90.01%
Skin irritation + 0.4910 49.10%
Skin corrosion - 0.9419 94.19%
Ames mutagenesis - 0.8554 85.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8078 80.78%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.9349 93.49%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.8210 82.10%
Acute Oral Toxicity (c) III 0.5730 57.30%
Estrogen receptor binding + 0.8271 82.71%
Androgen receptor binding + 0.7531 75.31%
Thyroid receptor binding + 0.6282 62.82%
Glucocorticoid receptor binding + 0.7875 78.75%
Aromatase binding + 0.6831 68.31%
PPAR gamma + 0.8256 82.56%
Honey bee toxicity - 0.6351 63.51%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6150 61.50%
Fish aquatic toxicity + 0.9668 96.68%

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 99.36% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.85% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.05% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.23% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.97% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.58% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.14% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.43% 93.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.47% 95.89%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.16% 91.24%
CHEMBL5255 O00206 Toll-like receptor 4 89.07% 92.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.87% 93.04%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.97% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.86% 97.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 86.41% 89.05%
CHEMBL1937 Q92769 Histone deacetylase 2 86.16% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.45% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 85.25% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.94% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.38% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.61% 99.17%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.61% 90.08%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.54% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.28% 96.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.56% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.46% 99.23%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.60% 96.90%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.55% 92.78%
CHEMBL340 P08684 Cytochrome P450 3A4 80.54% 91.19%

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.
Paris polyphylla

Cross-Links

Top
PubChem 162949335
LOTUS LTS0263167
wikiData Q105135251