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[(3S,6R)-6-[(1R,3R,6S,7S,8R,11S,12S,14S,15R,16R)-14-hydroxy-7-(hydroxymethyl)-7,12,16-trimethyl-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methyl-2-[(2S,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]oxyheptan-3-yl] 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 18513607-b488-4a9f-8bd8-19f922917263
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name [(3S,6R)-6-[(1R,3R,6S,7S,8R,11S,12S,14S,15R,16R)-14-hydroxy-7-(hydroxymethyl)-7,12,16-trimethyl-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methyl-2-[(2S,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]oxyheptan-3-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C50H84O21/c1-22(8-11-30(66-23(2)54)45(3,4)71-44-41(64)38(61)35(58)27(69-44)19-65-42-39(62)36(59)33(56)25(17-51)67-42)32-24(55)16-48(7)29-10-9-28-46(5,21-53)31(70-43-40(63)37(60)34(57)26(18-52)68-43)12-13-49(28)20-50(29,49)15-14-47(32,48)6/h22,24-44,51-53,55-64H,8-21H2,1-7H3/t22-,24+,25-,26-,27-,28+,29+,30+,31+,32+,33-,34-,35-,36+,37+,38+,39-,40-,41-,42-,43+,44+,46-,47-,48+,49-,50-/m1/s1
InChI Key MVFKBJFNYCGPEX-NZPJCCRVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C50H84O21
Molecular Weight 1021.20 g/mol
Exact Mass 1020.55050968 g/mol
Topological Polar Surface Area (TPSA) 345.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -1.68
H-Bond Acceptor 21
H-Bond Donor 13
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,6R)-6-[(1R,3R,6S,7S,8R,11S,12S,14S,15R,16R)-14-hydroxy-7-(hydroxymethyl)-7,12,16-trimethyl-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methyl-2-[(2S,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]oxyheptan-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6078 60.78%
Caco-2 - 0.8869 88.69%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.6939 69.39%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8433 84.33%
OATP1B3 inhibitior + 0.8998 89.98%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8791 87.91%
P-glycoprotein inhibitior + 0.7513 75.13%
P-glycoprotein substrate + 0.5657 56.57%
CYP3A4 substrate + 0.7304 73.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8746 87.46%
CYP3A4 inhibition - 0.9251 92.51%
CYP2C9 inhibition - 0.7950 79.50%
CYP2C19 inhibition - 0.8502 85.02%
CYP2D6 inhibition - 0.9519 95.19%
CYP1A2 inhibition - 0.8924 89.24%
CYP2C8 inhibition + 0.6643 66.43%
CYP inhibitory promiscuity - 0.9717 97.17%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6989 69.89%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9023 90.23%
Skin irritation - 0.6948 69.48%
Skin corrosion - 0.9469 94.69%
Ames mutagenesis - 0.6532 65.32%
Human Ether-a-go-go-Related Gene inhibition + 0.7934 79.34%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.5808 58.08%
skin sensitisation - 0.9134 91.34%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity + 0.6233 62.33%
Acute Oral Toxicity (c) I 0.5431 54.31%
Estrogen receptor binding + 0.8115 81.15%
Androgen receptor binding + 0.7724 77.24%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7341 73.41%
Aromatase binding + 0.6677 66.77%
PPAR gamma + 0.8027 80.27%
Honey bee toxicity - 0.6532 65.32%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.8557 85.57%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.74% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.66% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.89% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.04% 96.61%
CHEMBL2581 P07339 Cathepsin D 95.73% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.58% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.32% 97.09%
CHEMBL220 P22303 Acetylcholinesterase 94.29% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.38% 89.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 90.98% 98.75%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 90.89% 100.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 89.30% 82.50%
CHEMBL1937 Q92769 Histone deacetylase 2 89.08% 94.75%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 88.50% 89.34%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.23% 96.95%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 87.94% 97.47%
CHEMBL284 P27487 Dipeptidyl peptidase IV 87.83% 95.69%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.76% 96.77%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.82% 91.24%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.34% 96.21%
CHEMBL3837 P07711 Cathepsin L 86.32% 96.61%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.22% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 86.22% 92.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.56% 95.71%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.51% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.41% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.31% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.20% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.04% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 84.06% 98.10%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.99% 92.86%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.80% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 81.82% 91.19%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.66% 94.33%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.56% 96.90%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.44% 92.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.33% 96.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.21% 91.07%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.16% 93.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.69% 93.04%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.53% 96.47%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 80.05% 92.50%

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.
Thalictrum fortunei

Cross-Links

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PubChem 102522614
LOTUS LTS0261823
wikiData Q105172968