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cucurbitacin B 2-sulfate

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 ed9784ce-3c01-40c4-8cac-d7b8f8fbb7f0
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
IUPAC Name [(E,6R)-6-hydroxy-6-[(2S,8S,9R,10R,13R,14S,16R,17R)-16-hydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2-sulfooxy-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-5-oxohept-3-en-2-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H46O11S/c1-17(33)42-27(2,3)13-12-23(35)32(9,38)25-20(34)15-29(6)22-11-10-18-19(31(22,8)24(36)16-30(25,29)7)14-21(43-44(39,40)41)26(37)28(18,4)5/h10,12-13,19-22,25,34,38H,11,14-16H2,1-9H3,(H,39,40,41)/b13-12+/t19-,20-,21+,22+,25+,29+,30-,31+,32+/m1/s1
InChI Key OCFTZYJLDGPTQM-JEOULVOFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H46O11S
Molecular Weight 638.80 g/mol
Exact Mass 638.27608345 g/mol
Topological Polar Surface Area (TPSA) 190.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 3.33
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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((E,6R)-6-hydroxy-6-((2S,8S,9R,10R,13R,14S,16R,17R)-16-hydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2-sulfooxy-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta(a)phenanthren-17-yl)-2-methyl-5-oxohept-3-en-2-yl) acetate
[(E,6R)-6-hydroxy-6-[(2S,8S,9R,10R,13R,14S,16R,17R)-16-hydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2-sulfooxy-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-5-oxohept-3-en-2-yl] acetate
RefChem:128714
923262-06-0

2D Structure

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2D Structure of cucurbitacin B 2-sulfate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9565 95.65%
Caco-2 - 0.8011 80.11%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.4540 45.40%
OATP2B1 inhibitior - 0.8584 85.84%
OATP1B1 inhibitior + 0.8537 85.37%
OATP1B3 inhibitior + 0.9161 91.61%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9011 90.11%
P-glycoprotein inhibitior + 0.7591 75.91%
P-glycoprotein substrate + 0.5507 55.07%
CYP3A4 substrate + 0.7188 71.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8979 89.79%
CYP3A4 inhibition - 0.8683 86.83%
CYP2C9 inhibition - 0.7947 79.47%
CYP2C19 inhibition - 0.7548 75.48%
CYP2D6 inhibition - 0.8791 87.91%
CYP1A2 inhibition - 0.7623 76.23%
CYP2C8 inhibition + 0.6120 61.20%
CYP inhibitory promiscuity - 0.8607 86.07%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) + 0.5400 54.00%
Carcinogenicity (trinary) Non-required 0.5881 58.81%
Eye corrosion - 0.9780 97.80%
Eye irritation - 0.9094 90.94%
Skin irritation - 0.7288 72.88%
Skin corrosion - 0.8707 87.07%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6072 60.72%
Micronuclear + 0.6500 65.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8142 81.42%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.6603 66.03%
Acute Oral Toxicity (c) III 0.5643 56.43%
Estrogen receptor binding + 0.7367 73.67%
Androgen receptor binding + 0.7458 74.58%
Thyroid receptor binding + 0.5841 58.41%
Glucocorticoid receptor binding + 0.7807 78.07%
Aromatase binding + 0.7224 72.24%
PPAR gamma + 0.6695 66.95%
Honey bee toxicity - 0.6058 60.58%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.45% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.50% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.02% 91.11%
CHEMBL2179 P04062 Beta-glucocerebrosidase 95.30% 85.31%
CHEMBL2581 P07339 Cathepsin D 95.18% 98.95%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 93.06% 96.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.94% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 91.91% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.86% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.87% 97.09%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 89.24% 97.21%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.93% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.46% 86.33%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 88.08% 91.03%
CHEMBL1902 P62942 FK506-binding protein 1A 87.72% 97.05%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.70% 97.25%
CHEMBL284 P27487 Dipeptidyl peptidase IV 85.46% 95.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.17% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.97% 82.69%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.55% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.46% 89.00%
CHEMBL3524 P56524 Histone deacetylase 4 83.10% 92.97%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 81.17% 80.00%

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.
Helicteres angustifolia

Cross-Links

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PubChem 16093748
LOTUS LTS0142584
wikiData Q105189336