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(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-2-[[(1S,4R,5R,6R,8R,10S,12S,13S,16R,18S,21R)-10-methoxy-4,6,12,17,17-pentamethyl-8-[(Z)-2-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyprop-1-enyl]-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosan-18-yl]oxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

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 f3f0ceab-ef02-40f8-a52b-c39c8948bfcd
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-2-[[(1S,4R,5R,6R,8R,10S,12S,13S,16R,18S,21R)-10-methoxy-4,6,12,17,17-pentamethyl-8-[(Z)-2-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyprop-1-enyl]-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosan-18-yl]oxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1CC(OC2(C1C3(CCC45CC46CCC(C(C6CCC5C3(C2)C)(C)C)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)CO)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)OC)C=C(C)COC1C(C(C(C(O1)CO)O)O)O
SMILES (Isomeric) C[C@@H]1C[C@@H](O[C@@]2([C@H]1[C@]3(CC[C@@]45C[C@@]46CC[C@@H](C([C@@H]6CC[C@H]5[C@@]3(C2)C)(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)OC)/C=C(/C)\CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
InChI InChI=1S/C55H90O23/c1-23(20-70-46-40(66)38(64)34(60)27(17-56)72-46)15-26-16-24(2)45-51(6)13-14-54-22-53(54)12-11-32(50(4,5)30(53)9-10-31(54)52(51,7)21-55(45,69-8)78-26)75-49-44(77-47-41(67)37(63)33(59)25(3)71-47)43(36(62)29(19-58)74-49)76-48-42(68)39(65)35(61)28(18-57)73-48/h15,24-49,56-68H,9-14,16-22H2,1-8H3/b23-15-/t24-,25+,26+,27-,28-,29-,30+,31+,32+,33+,34-,35-,36-,37-,38+,39+,40-,41-,42-,43+,44-,45-,46-,47+,48+,49+,51-,52+,53-,54+,55+/m1/s1
InChI Key BUVGMOCIOXOOJE-HBIDQARGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C55H90O23
Molecular Weight 1119.30 g/mol
Exact Mass 1118.58728911 g/mol
Topological Polar Surface Area (TPSA) 355.00 Ų
XlogP 0.80
Atomic LogP (AlogP) -1.57
H-Bond Acceptor 23
H-Bond Donor 13
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-2-[[(1S,4R,5R,6R,8R,10S,12S,13S,16R,18S,21R)-10-methoxy-4,6,12,17,17-pentamethyl-8-[(Z)-2-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyprop-1-enyl]-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosan-18-yl]oxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6457 64.57%
Caco-2 - 0.8880 88.80%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7028 70.28%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8318 83.18%
OATP1B3 inhibitior + 0.8785 87.85%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9135 91.35%
P-glycoprotein inhibitior + 0.7477 74.77%
P-glycoprotein substrate + 0.5886 58.86%
CYP3A4 substrate + 0.7302 73.02%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8216 82.16%
CYP3A4 inhibition - 0.9662 96.62%
CYP2C9 inhibition - 0.7447 74.47%
CYP2C19 inhibition - 0.8227 82.27%
CYP2D6 inhibition - 0.9312 93.12%
CYP1A2 inhibition - 0.8498 84.98%
CYP2C8 inhibition + 0.7693 76.93%
CYP inhibitory promiscuity - 0.9022 90.22%
UGT catelyzed - 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6694 66.94%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9010 90.10%
Skin irritation - 0.6969 69.69%
Skin corrosion - 0.9423 94.23%
Ames mutagenesis - 0.7054 70.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8375 83.75%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7197 71.97%
skin sensitisation - 0.8748 87.48%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.8158 81.58%
Acute Oral Toxicity (c) I 0.4620 46.20%
Estrogen receptor binding + 0.7819 78.19%
Androgen receptor binding + 0.7643 76.43%
Thyroid receptor binding + 0.5472 54.72%
Glucocorticoid receptor binding + 0.7380 73.80%
Aromatase binding + 0.6635 66.35%
PPAR gamma + 0.7964 79.64%
Honey bee toxicity - 0.5609 56.09%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9084 90.84%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.12% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.41% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.09% 96.61%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.89% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.67% 97.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.72% 91.24%
CHEMBL1951 P21397 Monoamine oxidase A 86.57% 91.49%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.44% 97.25%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.31% 86.92%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.76% 96.21%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.51% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.45% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.06% 100.00%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 83.87% 97.47%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.68% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.18% 99.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.76% 93.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.39% 94.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 82.24% 95.71%
CHEMBL3714531 Q6P988 Palmitoleoyl-protein carboxylesterase NOTUM 82.21% 97.14%
CHEMBL1937 Q92769 Histone deacetylase 2 82.16% 94.75%
CHEMBL3589 P55263 Adenosine kinase 82.14% 98.05%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.06% 92.88%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.85% 92.94%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.09% 97.36%
CHEMBL2581 P07339 Cathepsin D 80.97% 98.95%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 80.17% 95.58%

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.
Paraquilegia microphylla

Cross-Links

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PubChem 162934472
LOTUS LTS0135231
wikiData Q104946343