PlantaeDB Logo
Login Sign-up

[(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-[(2R)-2-methylbutanoyl]oxy-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl] (2R)-2-methylbutanoate

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

Top
Internal ID 9abfbfe5-6475-4982-9a47-669270a1fb43
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-[(2R)-2-methylbutanoyl]oxy-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl] (2R)-2-methylbutanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H61NO11/c1-9-20(4)33(43)49-28-13-14-35(7)26-15-25(48-22(6)41)31-37(35,51-39(26,28)47)16-24-23-18-40-17-19(3)11-12-27(40)36(8,45)29(23)30(42)32(38(24,31)46)50-34(44)21(5)10-2/h19-21,23-32,42,45-47H,9-18H2,1-8H3/t19-,20+,21+,23-,24-,25+,26-,27-,28-,29+,30+,31+,32-,35-,36+,37+,38-,39-/m0/s1
InChI Key CDZRHJPQMFATEP-XTULOERCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C39H61NO11
Molecular Weight 719.90 g/mol
Exact Mass 719.42446176 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 2.95
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(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-[(2R)-2-methylbutanoyl]oxy-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl] (2R)-2-methylbutanoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5519 55.19%
Caco-2 - 0.8535 85.35%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Lysosomes 0.4815 48.15%
OATP2B1 inhibitior - 0.7324 73.24%
OATP1B1 inhibitior + 0.9108 91.08%
OATP1B3 inhibitior + 0.9459 94.59%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7816 78.16%
P-glycoprotein inhibitior + 0.7513 75.13%
P-glycoprotein substrate + 0.6551 65.51%
CYP3A4 substrate + 0.7377 73.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7867 78.67%
CYP3A4 inhibition - 0.8503 85.03%
CYP2C9 inhibition - 0.8986 89.86%
CYP2C19 inhibition - 0.8913 89.13%
CYP2D6 inhibition - 0.9269 92.69%
CYP1A2 inhibition - 0.9276 92.76%
CYP2C8 inhibition + 0.6715 67.15%
CYP inhibitory promiscuity - 0.9277 92.77%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5385 53.85%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9136 91.36%
Skin irritation - 0.7703 77.03%
Skin corrosion - 0.9350 93.50%
Ames mutagenesis - 0.6338 63.38%
Human Ether-a-go-go-Related Gene inhibition - 0.5403 54.03%
Micronuclear + 0.5400 54.00%
Hepatotoxicity + 0.5197 51.97%
skin sensitisation - 0.8856 88.56%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity + 0.5869 58.69%
Acute Oral Toxicity (c) I 0.7503 75.03%
Estrogen receptor binding + 0.7069 70.69%
Androgen receptor binding + 0.7585 75.85%
Thyroid receptor binding - 0.5978 59.78%
Glucocorticoid receptor binding + 0.6833 68.33%
Aromatase binding + 0.6768 67.68%
PPAR gamma + 0.7045 70.45%
Honey bee toxicity - 0.6823 68.23%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5245 52.45%
Fish aquatic toxicity + 0.7915 79.15%

Targets

Top

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 99.51% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.30% 96.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 95.69% 89.05%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.68% 96.77%
CHEMBL1914 P06276 Butyrylcholinesterase 94.50% 95.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.05% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.16% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.85% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.78% 85.14%
CHEMBL299 P17252 Protein kinase C alpha 91.16% 98.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.64% 86.33%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 90.58% 95.36%
CHEMBL3922 P50579 Methionine aminopeptidase 2 90.52% 97.28%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.39% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.26% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.19% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.98% 97.14%
CHEMBL2996 Q05655 Protein kinase C delta 88.40% 97.79%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 87.94% 82.50%
CHEMBL2413 P32246 C-C chemokine receptor type 1 87.30% 89.50%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 87.20% 99.17%
CHEMBL5255 O00206 Toll-like receptor 4 84.58% 92.50%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 83.99% 99.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 83.88% 94.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.22% 96.47%
CHEMBL340 P08684 Cytochrome P450 3A4 83.04% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.92% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.68% 95.50%
CHEMBL221 P23219 Cyclooxygenase-1 82.67% 90.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.65% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.64% 95.89%
CHEMBL3837 P07711 Cathepsin L 82.44% 96.61%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.40% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.24% 91.03%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.11% 100.00%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 81.96% 95.58%
CHEMBL259 P32245 Melanocortin receptor 4 81.35% 95.38%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.86% 93.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.70% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.64% 92.62%
CHEMBL4073 P09237 Matrix metalloproteinase 7 80.57% 97.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.13% 94.00%
CHEMBL4072 P07858 Cathepsin B 80.08% 93.67%

Plants that contains it

Top
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 lobelianum

Cross-Links

Top
PubChem 162924379
LOTUS LTS0139309
wikiData Q104955359