PlantaeDB Logo
Login Sign-up

Vobtusine

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 63d8a7bb-71b0-4621-876b-17e4855385d8
Taxonomy Alkaloids and derivatives > Aspidospermatan-type alkaloids
IUPAC Name methyl (1R,1'R,7'S,11'R,12R,13'R,16S,17S,22R,24'R,25'S)-24'-hydroxy-19'-methoxyspiro[15-oxa-8,19-diazahexacyclo[10.9.1.01,9.02,7.012,16.019,22]docosa-2,4,6,9-tetraene-17,15'-8-oxa-4,17-diazaheptacyclo[11.10.1.11,4.07,11.017,24.018,23.011,25]pentacosa-18(23),19,21-triene]-10-carboxylate
SMILES (Canonical) COC1=CC=CC2=C1N3CC4(CC5C3(C26CCN7C6C8(C5)CCOC8CC7)O)CN9CCC12C9C3(C4OCC3)CC(=C1NC1=CC=CC=C21)C(=O)OC
SMILES (Isomeric) COC1=CC=CC2=C1N3C[C@]4(C[C@H]5[C@]3([C@]26CCN7[C@H]6[C@@]8(C5)CCO[C@H]8CC7)O)CN9CC[C@@]12[C@@H]9[C@@]3([C@H]4OCC3)CC(=C1NC1=CC=CC=C21)C(=O)OC
InChI InChI=1S/C43H50N4O6/c1-50-30-9-5-7-28-32(30)47-24-38(20-25-21-39-13-18-52-31(39)10-15-45-17-12-42(28,36(39)45)43(25,47)49)23-46-16-11-41-27-6-3-4-8-29(27)44-33(41)26(34(48)51-2)22-40(35(41)46)14-19-53-37(38)40/h3-9,25,31,35-37,44,49H,10-24H2,1-2H3/t25-,31+,35+,36+,37+,38+,39-,40+,41+,42-,43-/m1/s1
InChI Key IIMPGJMHQMBXKL-OPDPKHDKSA-N
Popularity 26 references in papers

Physical and Chemical Properties

Top
Molecular Formula C43H50N4O6
Molecular Weight 718.90 g/mol
Exact Mass 718.37303533 g/mol
Topological Polar Surface Area (TPSA) 96.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 4.16
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

Top
19772-79-3
methyl (1R,1'R,7'S,11'R,12R,13'R,16S,17S,22R,24'R,25'S)-24'-hydroxy-19'-methoxyspiro[15-oxa-8,19-diazahexacyclo[10.9.1.01,9.02,7.012,16.019,22]docosa-2,4,6,9-tetraene-17,15'-8-oxa-4,17-diazaheptacyclo[11.10.1.11,4.07,11.017,24.018,23.011,25]pentacosa-18(23),19,21-triene]-10-carboxylate
EINECS 243-288-5
NSC 180540
CHEMBL4776327
CHEBI:10016
Q22911787

2D Structure

Top
2D Structure of Vobtusine

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8698 86.98%
Caco-2 - 0.7999 79.99%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7922 79.22%
OATP2B1 inhibitior - 0.7207 72.07%
OATP1B1 inhibitior + 0.8644 86.44%
OATP1B3 inhibitior + 0.9357 93.57%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9974 99.74%
P-glycoprotein inhibitior + 0.8223 82.23%
P-glycoprotein substrate + 0.8086 80.86%
CYP3A4 substrate + 0.7560 75.60%
CYP2C9 substrate - 0.8092 80.92%
CYP2D6 substrate - 0.8058 80.58%
CYP3A4 inhibition - 0.7263 72.63%
CYP2C9 inhibition - 0.7982 79.82%
CYP2C19 inhibition - 0.7882 78.82%
CYP2D6 inhibition - 0.8218 82.18%
CYP1A2 inhibition - 0.7870 78.70%
CYP2C8 inhibition + 0.8064 80.64%
CYP inhibitory promiscuity - 0.7379 73.79%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5214 52.14%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.9312 93.12%
Skin irritation - 0.7729 77.29%
Skin corrosion - 0.9308 93.08%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7177 71.77%
Micronuclear + 0.8100 81.00%
Hepatotoxicity + 0.5533 55.33%
skin sensitisation - 0.8495 84.95%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.8312 83.12%
Acute Oral Toxicity (c) III 0.5678 56.78%
Estrogen receptor binding + 0.8535 85.35%
Androgen receptor binding + 0.7707 77.07%
Thyroid receptor binding + 0.6142 61.42%
Glucocorticoid receptor binding + 0.7642 76.42%
Aromatase binding + 0.6123 61.23%
PPAR gamma + 0.7471 74.71%
Honey bee toxicity - 0.7565 75.65%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9391 93.91%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.24% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.40% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.97% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.84% 91.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 93.84% 97.14%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 91.97% 93.03%
CHEMBL5028 O14672 ADAM10 88.71% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.70% 95.56%
CHEMBL2581 P07339 Cathepsin D 87.66% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.02% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 86.26% 91.19%
CHEMBL4208 P20618 Proteasome component C5 86.00% 90.00%
CHEMBL230 P35354 Cyclooxygenase-2 84.73% 89.63%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.75% 97.09%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.36% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.34% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.46% 90.71%
CHEMBL220 P22303 Acetylcholinesterase 81.30% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.70% 94.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.63% 100.00%
CHEMBL4714 Q15077 Pyrimidinergic receptor P2Y6 80.25% 88.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.05% 97.28%

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.
Tabernaemontana sphaerocarpa
Voacanga thouarsii

Cross-Links

Top
PubChem 73534
LOTUS LTS0143709
wikiData Q22911787