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[(3S,8S,9S,10R,13S,14S,16S,17R)-17-acetyl-3-[(2R,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl] (4S)-4-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentanoate

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 81a005e9-cccd-454c-8f37-7066a51cbc93
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name [(3S,8S,9S,10R,13S,14S,16S,17R)-17-acetyl-3-[(2R,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl] (4S)-4-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentanoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C5CCC6(C(C5CC=C4C3)CC(C6C(=O)C)OC(=O)CCC(C)COC7C(C(C(C(O7)CO)O)O)O)C)C)CO)O)OC8C(C(C(C(O8)C)OC9C(C(C(C(O9)CO)O)O)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@H]3CC[C@@]4([C@H]5CC[C@]6([C@H]([C@@H]5CC=C4C3)C[C@@H]([C@@H]6C(=O)C)OC(=O)CC[C@H](C)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)C)CO)O)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)O)O)O
InChI InChI=1S/C57H92O28/c1-21(20-75-51-44(71)41(68)37(64)31(17-58)80-51)7-10-34(62)79-30-16-29-27-9-8-25-15-26(11-13-56(25,5)28(27)12-14-57(29,6)35(30)22(2)61)78-55-50(85-52-45(72)40(67)36(63)23(3)76-52)49(39(66)33(19-60)82-55)84-53-47(74)43(70)48(24(4)77-53)83-54-46(73)42(69)38(65)32(18-59)81-54/h8,21,23-24,26-33,35-55,58-60,63-74H,7,9-20H2,1-6H3/t21-,23-,24-,26-,27+,28-,29-,30-,31+,32+,33+,35-,36-,37+,38+,39+,40+,41-,42-,43-,44+,45+,46+,47+,48-,49-,50+,51+,52-,53-,54-,55+,56-,57-/m0/s1
InChI Key XGJQNJZEKDVFDV-NAUMBBPWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C57H92O28
Molecular Weight 1225.30 g/mol
Exact Mass 1224.57751227 g/mol
Topological Polar Surface Area (TPSA) 439.00 Ų
XlogP -3.10
Atomic LogP (AlogP) -4.38
H-Bond Acceptor 28
H-Bond Donor 15
Rotatable Bonds 19

Synonyms

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16beta-[(S)-5-(beta-D-Glucopyranosyloxy)-4-methyl-1-oxopentoxy]-20-oxopregna-5-ene-3beta-yl 2-O-alpha-L-rhamnopyranosyl-3-O-(4-O-beta-D-glucopyranosyl-alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7135 71.35%
Caco-2 - 0.8743 87.43%
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 + 0.8599 85.99%
OATP1B3 inhibitior + 0.7884 78.84%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.5298 52.98%
BSEP inhibitior + 0.9579 95.79%
P-glycoprotein inhibitior + 0.7450 74.50%
P-glycoprotein substrate + 0.7012 70.12%
CYP3A4 substrate + 0.7549 75.49%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8833 88.33%
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 + 0.7129 71.29%
CYP inhibitory promiscuity - 0.9438 94.38%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6009 60.09%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9010 90.10%
Skin irritation + 0.4910 49.10%
Skin corrosion - 0.9419 94.19%
Ames mutagenesis - 0.7937 79.37%
Human Ether-a-go-go-Related Gene inhibition + 0.8023 80.23%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.9349 93.49%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.8618 86.18%
Acute Oral Toxicity (c) III 0.5730 57.30%
Estrogen receptor binding + 0.8444 84.44%
Androgen receptor binding + 0.7230 72.30%
Thyroid receptor binding + 0.6173 61.73%
Glucocorticoid receptor binding + 0.7788 77.88%
Aromatase binding + 0.6769 67.69%
PPAR gamma + 0.8277 82.77%
Honey bee toxicity - 0.6273 62.73%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5455 54.55%
Fish aquatic toxicity + 0.9668 96.68%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.43% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.08% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.45% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.67% 94.45%
CHEMBL5255 O00206 Toll-like receptor 4 92.32% 92.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.31% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.22% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.02% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.80% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 90.33% 95.93%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.10% 93.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.21% 97.25%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.42% 99.17%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.30% 89.05%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.85% 94.08%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.02% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.87% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.47% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.46% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 83.37% 91.19%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.30% 96.21%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.76% 94.23%
CHEMBL237 P41145 Kappa opioid receptor 81.10% 98.10%

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.
Anthriscus sylvestris
Tacca chantrieri

Cross-Links

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PubChem 11137002
NPASS NPC118754
LOTUS LTS0012410
wikiData Q105327633