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[(1S,2S,4R,6S,9S,10S,11R,12R,13S,14S,15S,18S,19S,22S,23S,25R)-10,12,13,14,23-pentahydroxy-6,10,19-trimethyl-4-oxido-24-oxa-4-azoniaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl] (Z)-2-methylbut-2-enoate

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 4f33417f-f843-4ea4-9642-effb597f7c77
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Cerveratrum-type alkaloids
IUPAC Name [(1S,2S,4R,6S,9S,10S,11R,12R,13S,14S,15S,18S,19S,22S,23S,25R)-10,12,13,14,23-pentahydroxy-6,10,19-trimethyl-4-oxido-24-oxa-4-azoniaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl] (Z)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1CCC2(C3C1(OC24CC5C6C[N+]7(CC(CCC7C(C6C(C(C5(C4CC3)O)O)O)(C)O)C)[O-])O)C
SMILES (Isomeric) C/C=C(/C)\C(=O)O[C@H]1CC[C@]2([C@H]3[C@@]1(O[C@@]24C[C@H]5[C@@H]6C[N@@+]7(C[C@H](CC[C@H]7[C@@]([C@H]6[C@H]([C@@H]([C@]5([C@@H]4CC3)O)O)O)(C)O)C)[O-])O)C
InChI InChI=1S/C32H49NO9/c1-6-17(3)27(36)41-23-11-12-28(4)20-8-9-21-30(28,42-32(20,23)39)13-19-18-15-33(40)14-16(2)7-10-22(33)29(5,37)24(18)25(34)26(35)31(19,21)38/h6,16,18-26,34-35,37-39H,7-15H2,1-5H3/b17-6-/t16-,18-,19-,20-,21+,22-,23-,24+,25+,26-,28-,29+,30+,31-,32-,33+/m0/s1
InChI Key ZHGHAEJQFRQSNP-NDRLZCGASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H49NO9
Molecular Weight 591.70 g/mol
Exact Mass 591.34073214 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.74
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,4R,6S,9S,10S,11R,12R,13S,14S,15S,18S,19S,22S,23S,25R)-10,12,13,14,23-pentahydroxy-6,10,19-trimethyl-4-oxido-24-oxa-4-azoniaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl] (Z)-2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8759 87.59%
Caco-2 - 0.8230 82.30%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Lysosomes 0.3490 34.90%
OATP2B1 inhibitior - 0.5747 57.47%
OATP1B1 inhibitior + 0.8456 84.56%
OATP1B3 inhibitior + 0.9377 93.77%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.4611 46.11%
P-glycoprotein inhibitior + 0.6054 60.54%
P-glycoprotein substrate + 0.5374 53.74%
CYP3A4 substrate + 0.7289 72.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8696 86.96%
CYP3A4 inhibition - 0.8868 88.68%
CYP2C9 inhibition - 0.8262 82.62%
CYP2C19 inhibition - 0.7866 78.66%
CYP2D6 inhibition - 0.8858 88.58%
CYP1A2 inhibition - 0.8300 83.00%
CYP2C8 inhibition + 0.6835 68.35%
CYP inhibitory promiscuity - 0.9654 96.54%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Danger 0.4428 44.28%
Eye corrosion - 0.9791 97.91%
Eye irritation - 0.9406 94.06%
Skin irritation - 0.7453 74.53%
Skin corrosion - 0.9170 91.70%
Ames mutagenesis - 0.7037 70.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4602 46.02%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.6305 63.05%
skin sensitisation - 0.8279 82.79%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.5935 59.35%
Acute Oral Toxicity (c) III 0.5935 59.35%
Estrogen receptor binding + 0.7317 73.17%
Androgen receptor binding + 0.7517 75.17%
Thyroid receptor binding - 0.5586 55.86%
Glucocorticoid receptor binding - 0.4913 49.13%
Aromatase binding + 0.7073 70.73%
PPAR gamma + 0.6446 64.46%
Honey bee toxicity - 0.6340 63.40%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5845 58.45%
Fish aquatic toxicity + 0.9178 91.78%

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 96.76% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.88% 91.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.67% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.64% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.44% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.30% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.77% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.11% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.48% 94.45%
CHEMBL2243 O00519 Anandamide amidohydrolase 84.63% 97.53%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.48% 93.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.47% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 83.62% 91.19%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.70% 100.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.63% 94.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.44% 91.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.99% 97.09%
CHEMBL2581 P07339 Cathepsin D 81.76% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.74% 97.25%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.24% 91.07%

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.
Veratrum taliense

Cross-Links

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PubChem 163188629
LOTUS LTS0185009
wikiData Q105375716