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Barbinine

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 f1e6e49f-9c8c-4763-a1a7-b010d4df1cf0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name [(1S,2R,3S,5R,6S,8R,9S,13S,16S,17R,18S)-11-ethyl-8,9-dihydroxy-6,16,18-trimethoxy-4-oxo-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-[(3S)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H46N2O10/c1-6-37-16-33(17-48-31(42)19-9-7-8-10-22(19)38-25(39)13-18(2)30(38)41)12-11-24(46-4)35-21-14-20-23(45-3)15-34(43,26(21)27(20)40)36(44,32(35)37)29(47-5)28(33)35/h7-10,18,20-21,23-24,26,28-29,32,43-44H,6,11-17H2,1-5H3/t18-,20+,21+,23-,24-,26+,28+,29-,32?,33-,34+,35-,36+/m0/s1
InChI Key VBFGMIUWGBSAGV-UCFHPTPSSA-N
Popularity 8 references in papers

Physical and Chemical Properties

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Molecular Formula C36H46N2O10
Molecular Weight 666.80 g/mol
Exact Mass 666.31524567 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 1.59
H-Bond Acceptor 11
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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Aconitan-14-one, 7,8-dihydroxy-20-ethyl-4-(((2-(3-methyl-2,5-dioxo-1-pyrrolidinyl)benzoyl)oxy)methyl)-1,6,16-trimethoxy-, (1-alpha,4(S),6-beta,16-beta)-
123497-99-4
(20-ethyl-7,8-dihydroxy-1alpha,6beta,16beta-trimethoxy-14-oxoaconitan-4-yl)methyl 2-[(3S)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate
CHEBI:2992
C08662
Q27105917
[(1S,2R,3S,5R,6S,8R,9S,13S,16S,17R,18S)-11-Ethyl-8,9-dihydroxy-6,16,18-trimethoxy-4-oxo-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-[(3S)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate

2D Structure

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2D Structure of Barbinine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7378 73.78%
Caco-2 - 0.8159 81.59%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6126 61.26%
OATP2B1 inhibitior - 0.7183 71.83%
OATP1B1 inhibitior + 0.8369 83.69%
OATP1B3 inhibitior + 0.9294 92.94%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9834 98.34%
P-glycoprotein inhibitior + 0.7848 78.48%
P-glycoprotein substrate + 0.7259 72.59%
CYP3A4 substrate + 0.7367 73.67%
CYP2C9 substrate - 0.8004 80.04%
CYP2D6 substrate - 0.7822 78.22%
CYP3A4 inhibition - 0.8309 83.09%
CYP2C9 inhibition - 0.9071 90.71%
CYP2C19 inhibition - 0.9025 90.25%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition - 0.9387 93.87%
CYP2C8 inhibition + 0.7815 78.15%
CYP inhibitory promiscuity - 0.9484 94.84%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6126 61.26%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9265 92.65%
Skin irritation - 0.7895 78.95%
Skin corrosion - 0.9390 93.90%
Ames mutagenesis - 0.6470 64.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6998 69.98%
Micronuclear + 0.7600 76.00%
Hepatotoxicity - 0.6444 64.44%
skin sensitisation - 0.8849 88.49%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.7943 79.43%
Acute Oral Toxicity (c) III 0.5759 57.59%
Estrogen receptor binding + 0.8235 82.35%
Androgen receptor binding + 0.7745 77.45%
Thyroid receptor binding + 0.5471 54.71%
Glucocorticoid receptor binding + 0.7595 75.95%
Aromatase binding + 0.7083 70.83%
PPAR gamma + 0.7611 76.11%
Honey bee toxicity - 0.7348 73.48%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9332 93.32%

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 99.37% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.78% 97.25%
CHEMBL2581 P07339 Cathepsin D 96.02% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.58% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 93.96% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.92% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.87% 86.33%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 91.29% 92.67%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.80% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.81% 97.14%
CHEMBL1902 P62942 FK506-binding protein 1A 88.60% 97.05%
CHEMBL299 P17252 Protein kinase C alpha 87.43% 98.03%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 84.87% 88.42%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.83% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.43% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 81.34% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.26% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.46% 94.00%
CHEMBL2996 Q05655 Protein kinase C delta 80.35% 97.79%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.01% 89.62%

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.
Delphinium barbeyi

Cross-Links

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PubChem 441711
LOTUS LTS0004407
wikiData Q27105917