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Verussurine

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 2d74bfdd-b00f-45be-9a47-3366598e58e1
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Cerveratrum-type alkaloids
IUPAC Name [(1S,2S,6S,9S,10S,11R,12R,13S,14S,15S,16R,18S,19S,22S,23S,25R)-16-acetyloxy-10,12,14,23-tetrahydroxy-6,10,19-trimethyl-13-(2-methylbutanoyloxy)-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl] 3,4-dimethoxybenzoate
SMILES (Canonical) CCC(C)C(=O)OC1C(C2C(CN3CC(CCC3C2(C)O)C)C4C1(C5C(CC6C7(C5(C4)OC6(C(CC7)OC(=O)C8=CC(=C(C=C8)OC)OC)O)C)OC(=O)C)O)O
SMILES (Isomeric) CCC(C)C(=O)O[C@H]1[C@@H]([C@H]2[C@@H](CN3C[C@H](CC[C@H]3[C@@]2(C)O)C)[C@H]4[C@@]1([C@@H]5[C@@H](C[C@H]6[C@]7([C@]5(C4)O[C@@]6([C@H](CC7)OC(=O)C8=CC(=C(C=C8)OC)OC)O)C)OC(=O)C)O)O
InChI InChI=1S/C43H61NO13/c1-9-22(3)37(47)56-36-34(46)33-25(20-44-19-21(2)10-13-31(44)40(33,6)49)26-18-41-35(42(26,36)50)29(54-23(4)45)17-30-39(41,5)15-14-32(43(30,51)57-41)55-38(48)24-11-12-27(52-7)28(16-24)53-8/h11-12,16,21-22,25-26,29-36,46,49-51H,9-10,13-15,17-20H2,1-8H3/t21-,22?,25-,26-,29+,30-,31-,32-,33+,34+,35+,36-,39-,40+,41+,42-,43-/m0/s1
InChI Key MHQPNCBMPCWYOY-BXFKSJAZSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C43H61NO13
Molecular Weight 799.90 g/mol
Exact Mass 799.41429100 g/mol
Topological Polar Surface Area (TPSA) 191.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 3.24
H-Bond Acceptor 14
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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SCHEMBL6256230
InChI=1/C43H61NO13/c1-9-22(3)37(47)56-36-34(46)33-25(20-44-19-21(2)10-13-31(44)40(33,6)49)26-18-41-35(42(26,36)50)29(54-23(4)45)17-30-39(41,5)15-14-32(43(30,51)57-41)55-38(48)24-11-12-27(52-7)28(16-24)53-8/h11-12,16,21-22,25-26,29-36,46,49-51H,9-10,13-15,

2D Structure

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2D Structure of Verussurine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6814 68.14%
Caco-2 - 0.8583 85.83%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.3779 37.79%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8838 88.38%
OATP1B3 inhibitior + 0.9238 92.38%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9485 94.85%
P-glycoprotein inhibitior + 0.7792 77.92%
P-glycoprotein substrate + 0.7839 78.39%
CYP3A4 substrate + 0.7478 74.78%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7630 76.30%
CYP3A4 inhibition - 0.8711 87.11%
CYP2C9 inhibition - 0.8657 86.57%
CYP2C19 inhibition - 0.8709 87.09%
CYP2D6 inhibition - 0.8747 87.47%
CYP1A2 inhibition - 0.9264 92.64%
CYP2C8 inhibition + 0.8179 81.79%
CYP inhibitory promiscuity - 0.8913 89.13%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5830 58.30%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9111 91.11%
Skin irritation - 0.8039 80.39%
Skin corrosion - 0.9454 94.54%
Ames mutagenesis - 0.6474 64.74%
Human Ether-a-go-go-Related Gene inhibition + 0.7141 71.41%
Micronuclear + 0.5600 56.00%
Hepatotoxicity + 0.5666 56.66%
skin sensitisation - 0.8762 87.62%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 1.0000 100.00%
Nephrotoxicity - 0.6708 67.08%
Acute Oral Toxicity (c) I 0.4047 40.47%
Estrogen receptor binding + 0.8231 82.31%
Androgen receptor binding + 0.7656 76.56%
Thyroid receptor binding + 0.5598 55.98%
Glucocorticoid receptor binding + 0.7733 77.33%
Aromatase binding + 0.6628 66.28%
PPAR gamma + 0.8205 82.05%
Honey bee toxicity - 0.6947 69.47%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5351 53.51%
Fish aquatic toxicity + 0.8964 89.64%

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 99.49% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.82% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.75% 97.25%
CHEMBL2581 P07339 Cathepsin D 95.53% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.55% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 93.37% 97.14%
CHEMBL2535 P11166 Glucose transporter 92.66% 98.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.23% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.77% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.41% 100.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 90.48% 97.28%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.88% 94.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 89.86% 89.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.39% 97.09%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 88.69% 99.17%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 87.82% 97.31%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.86% 85.14%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 86.48% 89.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.87% 92.94%
CHEMBL221 P23219 Cyclooxygenase-1 85.79% 90.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.71% 90.71%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.64% 89.05%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.39% 96.90%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.23% 96.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.74% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.49% 92.62%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.18% 93.99%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.83% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.73% 82.69%

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 nigrum

Cross-Links

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PubChem 21672144
NPASS NPC93341
LOTUS LTS0059418
wikiData Q105163969