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Stichoposide

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 40aa7155-628a-4845-aef5-02c2eaf76c7a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name [1-[15-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-2,6,13,17,17-pentamethyl-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-en-6-yl]-4-methylpentan-2-yl] acetate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC3CC(C4CC=C5C(C4(C3)C)CCC67C5(CCC6C(OC7=O)(C)CC(CC(C)C)OC(=O)C)C)(C)C)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(COC2OC3CC(C4CC=C5C(C4(C3)C)CCC67C5(CCC6C(OC7=O)(C)CC(CC(C)C)OC(=O)C)C)(C)C)O)O)O)O)O
InChI InChI=1S/C43H68O13/c1-21(2)16-24(53-23(4)44)19-42(9)30-13-14-41(8)27-10-11-29-39(5,6)17-25(18-40(29,7)26(27)12-15-43(30,41)38(50)56-42)54-37-35(32(47)28(45)20-51-37)55-36-34(49)33(48)31(46)22(3)52-36/h10,21-22,24-26,28-37,45-49H,11-20H2,1-9H3
InChI Key LZPPMXGTNICIOQ-UHFFFAOYSA-N
Popularity 55 references in papers

Physical and Chemical Properties

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Molecular Formula C43H68O13
Molecular Weight 793.00 g/mol
Exact Mass 792.46599222 g/mol
Topological Polar Surface Area (TPSA) 191.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.93
H-Bond Acceptor 13
H-Bond Donor 5
Rotatable Bonds 9

Synonyms

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37341-37-0
Holotoxins
Stichoposide A
[1-[15-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-2,6,13,17,17-pentamethyl-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-en-6-yl]-4-methylpentan-2-yl] acetate
2-{[2-o-(6-deoxyhexopyranosyl)pentopyranosyl]oxy}-18-oxo-18,20-epoxylanost-7-en-23-yl acetate
DTXSID60958457
Lanost-7-en-18-oic acid, 23-(acetyloxy)-3-((2-O-(6-deoxy-beta-D-glucopyranosyl)-beta-D-xylopyranosyl)oxy)-20-hydroxy-, gamma-lactone, (3beta)-

2D Structure

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2D Structure of Stichoposide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9461 94.61%
Caco-2 - 0.8745 87.45%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8831 88.31%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8505 85.05%
OATP1B3 inhibitior + 0.8761 87.61%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6032 60.32%
BSEP inhibitior + 0.6352 63.52%
P-glycoprotein inhibitior + 0.7657 76.57%
P-glycoprotein substrate + 0.6981 69.81%
CYP3A4 substrate + 0.7321 73.21%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8853 88.53%
CYP3A4 inhibition - 0.7778 77.78%
CYP2C9 inhibition - 0.7462 74.62%
CYP2C19 inhibition - 0.9426 94.26%
CYP2D6 inhibition - 0.9429 94.29%
CYP1A2 inhibition - 0.9202 92.02%
CYP2C8 inhibition + 0.7113 71.13%
CYP inhibitory promiscuity - 0.9430 94.30%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5145 51.45%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9121 91.21%
Skin irritation + 0.5220 52.20%
Skin corrosion - 0.9314 93.14%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6804 68.04%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8877 88.77%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.5893 58.93%
Acute Oral Toxicity (c) III 0.4978 49.78%
Estrogen receptor binding + 0.7556 75.56%
Androgen receptor binding + 0.7477 74.77%
Thyroid receptor binding - 0.5740 57.40%
Glucocorticoid receptor binding + 0.7327 73.27%
Aromatase binding + 0.6647 66.47%
PPAR gamma + 0.7648 76.48%
Honey bee toxicity - 0.6695 66.95%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5850 58.50%
Fish aquatic toxicity + 0.9846 98.46%

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 99.54% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.09% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.45% 96.77%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.23% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.05% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 96.96% 94.75%
CHEMBL332 P03956 Matrix metalloproteinase-1 96.23% 94.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.15% 97.36%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.10% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.54% 94.45%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 88.30% 95.71%
CHEMBL5103 Q969S8 Histone deacetylase 10 88.27% 90.08%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.26% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.56% 95.56%
CHEMBL2179 P04062 Beta-glucocerebrosidase 86.33% 85.31%
CHEMBL221 P23219 Cyclooxygenase-1 86.32% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.29% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.03% 86.33%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 85.94% 95.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.77% 97.14%
CHEMBL3837 P07711 Cathepsin L 85.05% 96.61%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.42% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.00% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.02% 90.71%
CHEMBL5028 O14672 ADAM10 82.86% 97.50%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 82.59% 92.78%
CHEMBL4208 P20618 Proteasome component C5 82.22% 90.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.04% 94.33%
CHEMBL5255 O00206 Toll-like receptor 4 81.70% 92.50%
CHEMBL4073 P09237 Matrix metalloproteinase 7 80.98% 97.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.26% 92.62%

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.
There are no matching plants.

Cross-Links

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PubChem 119095
LOTUS LTS0015285
wikiData Q82938963