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[(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-3-hydroxy-6-[[(1S,2S,4S,6R,7S,8R,9S,12S,13R,16S)-6-methoxy-7,9,13-trimethyl-6-[(3S)-3-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl acetate

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 2dfc652e-07af-4980-b9bc-281817e6a891
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name [(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-3-hydroxy-6-[[(1S,2S,4S,6R,7S,8R,9S,12S,13R,16S)-6-methoxy-7,9,13-trimethyl-6-[(3S)-3-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl acetate
SMILES (Canonical) CC1C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)COC(=O)C)O)OC7C(C(C(C(O7)C)OC8C(C(C(C(O8)CO)O)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)OC1(CCC(C)COC1C(C(C(C(O1)CO)O)O)O)OC
SMILES (Isomeric) C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)COC(=O)C)O)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)C)O[C@@]1(CC[C@H](C)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)OC
InChI InChI=1S/C60H98O28/c1-23(21-78-53-46(72)43(69)39(65)34(19-61)82-53)11-16-60(76-8)24(2)37-33(88-60)18-32-30-10-9-28-17-29(12-14-58(28,6)31(30)13-15-59(32,37)7)81-57-52(87-54-47(73)42(68)38(64)25(3)79-54)51(41(67)36(84-57)22-77-27(5)63)86-55-49(75)45(71)50(26(4)80-55)85-56-48(74)44(70)40(66)35(20-62)83-56/h9,23-26,29-57,61-62,64-75H,10-22H2,1-8H3/t23-,24-,25-,26-,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+/m0/s1
InChI Key BJVYIZFKHTVRIM-LAVATZBFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C60H98O28
Molecular Weight 1267.40 g/mol
Exact Mass 1266.62446247 g/mol
Topological Polar Surface Area (TPSA) 420.00 Ų
XlogP -1.70
Atomic LogP (AlogP) -2.93
H-Bond Acceptor 28
H-Bond Donor 14
Rotatable Bonds 19

Synonyms

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[(25S)-26-(beta-D-Glucopyranosyloxy)-22alpha-methoxyfurosta-5-ene-3beta-yl]6-O-acetyl-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 [(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-3-hydroxy-6-[[(1S,2S,4S,6R,7S,8R,9S,12S,13R,16S)-6-methoxy-7,9,13-trimethyl-6-[(3S)-3-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7890 78.90%
Caco-2 - 0.8750 87.50%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8222 82.22%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8528 85.28%
OATP1B3 inhibitior + 0.8804 88.04%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9555 95.55%
P-glycoprotein inhibitior + 0.7440 74.40%
P-glycoprotein substrate + 0.7258 72.58%
CYP3A4 substrate + 0.7584 75.84%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8827 88.27%
CYP3A4 inhibition - 0.9572 95.72%
CYP2C9 inhibition - 0.9237 92.37%
CYP2C19 inhibition - 0.9117 91.17%
CYP2D6 inhibition - 0.9405 94.05%
CYP1A2 inhibition - 0.9029 90.29%
CYP2C8 inhibition + 0.7732 77.32%
CYP inhibitory promiscuity - 0.9162 91.62%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5310 53.10%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9000 90.00%
Skin irritation - 0.5709 57.09%
Skin corrosion - 0.9418 94.18%
Ames mutagenesis - 0.8800 88.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8053 80.53%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.9000 90.00%
skin sensitisation - 0.9169 91.69%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.8493 84.93%
Acute Oral Toxicity (c) III 0.4156 41.56%
Estrogen receptor binding + 0.8392 83.92%
Androgen receptor binding + 0.7344 73.44%
Thyroid receptor binding + 0.6250 62.50%
Glucocorticoid receptor binding + 0.7924 79.24%
Aromatase binding + 0.6835 68.35%
PPAR gamma + 0.8427 84.27%
Honey bee toxicity - 0.6026 60.26%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5555 55.55%
Fish aquatic toxicity + 0.9276 92.76%

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 99.45% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.62% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.41% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 96.29% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.12% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.93% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.75% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.74% 95.89%
CHEMBL2581 P07339 Cathepsin D 91.62% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.55% 89.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.37% 96.61%
CHEMBL5255 O00206 Toll-like receptor 4 89.74% 92.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.03% 93.56%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 88.86% 94.08%
CHEMBL3401 O75469 Pregnane X receptor 87.95% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.54% 86.33%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 85.41% 89.05%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.79% 99.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.59% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.49% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.15% 85.14%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.41% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.02% 91.19%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.85% 96.00%
CHEMBL237 P41145 Kappa opioid receptor 82.45% 98.10%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.79% 96.90%
CHEMBL5028 O14672 ADAM10 81.27% 97.50%
CHEMBL1937 Q92769 Histone deacetylase 2 80.75% 94.75%
CHEMBL1914 P06276 Butyrylcholinesterase 80.26% 95.00%

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 10996873
NPASS NPC147545
LOTUS LTS0084838
wikiData Q104937389