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Veratrosine

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 65f50c76-eb18-4857-95af-fd7aee958d2a
Taxonomy Benzenoids > Fluorenes
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(3S,6aR,11aS,11bR)-9-[(1S)-1-[(2S,3R,5S)-3-hydroxy-5-methylpiperidin-2-yl]ethyl]-10,11b-dimethyl-1,2,3,4,6,6a,11,11a-octahydrobenzo[a]fluoren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1CC(C(NC1)C(C)C2=C(C3=C(C=C2)C4CC=C5CC(CCC5(C4C3)C)OC6C(C(C(C(O6)CO)O)O)O)C)O
SMILES (Isomeric) C[C@H]1C[C@H]([C@@H](NC1)[C@@H](C)C2=C(C3=C(C=C2)[C@@H]4CC=C5C[C@H](CC[C@@]5([C@H]4C3)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)O
InChI InChI=1S/C33H49NO7/c1-16-11-26(36)28(34-14-16)18(3)21-7-8-22-23-6-5-19-12-20(9-10-33(19,4)25(23)13-24(22)17(21)2)40-32-31(39)30(38)29(37)27(15-35)41-32/h5,7-8,16,18,20,23,25-32,34-39H,6,9-15H2,1-4H3/t16-,18-,20-,23-,25-,26+,27+,28-,29+,30-,31+,32+,33-/m0/s1
InChI Key WXQHVBNTINGJJR-NIFRNHPISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H49NO7
Molecular Weight 571.70 g/mol
Exact Mass 571.35090290 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.42
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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475-00-3
Veratramine 3-glucoside
Veratramine 3-glycoside
Veratramine, 3-glucoside
UNII-4IU7YM4FUK
4IU7YM4FUK
Veratramine-beta-D-glucoside
HSDB 3546
BRN 0071979
(2R,3R,4S,5S,6R)-2-[[(3S,6aR,11aS,11bR)-9-[(1S)-1-[(2S,3R,5S)-3-hydroxy-5-methylpiperidin-2-yl]ethyl]-10,11b-dimethyl-1,2,3,4,6,6a,11,11a-octahydrobenzo[a]fluoren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Veratrosine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6905 69.05%
Caco-2 - 0.8519 85.19%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.5485 54.85%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8587 85.87%
OATP1B3 inhibitior + 0.9166 91.66%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.6169 61.69%
P-glycoprotein inhibitior + 0.6207 62.07%
P-glycoprotein substrate + 0.6163 61.63%
CYP3A4 substrate + 0.7239 72.39%
CYP2C9 substrate - 0.7984 79.84%
CYP2D6 substrate - 0.7347 73.47%
CYP3A4 inhibition - 0.9445 94.45%
CYP2C9 inhibition - 0.9096 90.96%
CYP2C19 inhibition - 0.8782 87.82%
CYP2D6 inhibition - 0.9142 91.42%
CYP1A2 inhibition - 0.8566 85.66%
CYP2C8 inhibition + 0.7576 75.76%
CYP inhibitory promiscuity - 0.8764 87.64%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5694 56.94%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9447 94.47%
Skin irritation - 0.7000 70.00%
Skin corrosion - 0.9312 93.12%
Ames mutagenesis - 0.7240 72.40%
Human Ether-a-go-go-Related Gene inhibition + 0.8205 82.05%
Micronuclear + 0.5100 51.00%
Hepatotoxicity - 0.7795 77.95%
skin sensitisation - 0.8450 84.50%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.8385 83.85%
Acute Oral Toxicity (c) III 0.6278 62.78%
Estrogen receptor binding + 0.7998 79.98%
Androgen receptor binding + 0.6932 69.32%
Thyroid receptor binding - 0.4920 49.20%
Glucocorticoid receptor binding + 0.5897 58.97%
Aromatase binding + 0.5736 57.36%
PPAR gamma + 0.6447 64.47%
Honey bee toxicity - 0.7232 72.32%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.8551 85.51%

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 98.91% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 98.78% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.08% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 98.01% 94.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.65% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.77% 94.45%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 96.67% 89.05%
CHEMBL2996 Q05655 Protein kinase C delta 96.52% 97.79%
CHEMBL2581 P07339 Cathepsin D 94.52% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.44% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.22% 93.56%
CHEMBL226 P30542 Adenosine A1 receptor 92.09% 95.93%
CHEMBL5103 Q969S8 Histone deacetylase 10 91.18% 90.08%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.02% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.59% 85.14%
CHEMBL220 P22303 Acetylcholinesterase 88.20% 94.45%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 88.18% 89.67%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 86.50% 89.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.32% 89.00%
CHEMBL213 P08588 Beta-1 adrenergic receptor 85.87% 95.56%
CHEMBL237 P41145 Kappa opioid receptor 85.66% 98.10%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 85.34% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.81% 95.56%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.47% 91.24%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.58% 95.83%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.25% 86.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.64% 96.21%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.47% 92.88%
CHEMBL5028 O14672 ADAM10 80.11% 97.50%

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.
Artemisia lagocephala
Tanacetum parthenium
Veratrum dahuricum
Veratrum nigrum

Cross-Links

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PubChem 23616879
NPASS NPC264179
LOTUS LTS0240271
wikiData Q27259663