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[(1S,13S,15R,18R)-18-but-2-enoyloxy-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9,16-tetraen-15-yl] (3S)-3-hydroxybutanoate

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 1652e318-f72e-4fad-8e5e-367f260406d1
Taxonomy Alkaloids and derivatives > Amaryllidaceae alkaloids > Crinine- and Haemanthamine-type amaryllidaceae alkaloids
IUPAC Name [(1S,13S,15R,18R)-18-but-2-enoyloxy-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9,16-tetraen-15-yl] (3S)-3-hydroxybutanoate
SMILES (Canonical) CC=CC(=O)OC1CN2CC3=CC4=C(C=C3C15C2CC(C=C5)OC(=O)CC(C)O)OCO4
SMILES (Isomeric) CC=CC(=O)O[C@H]1CN2CC3=CC4=C(C=C3[C@@]15[C@@H]2C[C@H](C=C5)OC(=O)C[C@H](C)O)OCO4
InChI InChI=1S/C24H27NO7/c1-3-4-22(27)32-21-12-25-11-15-8-18-19(30-13-29-18)10-17(15)24(21)6-5-16(9-20(24)25)31-23(28)7-14(2)26/h3-6,8,10,14,16,20-21,26H,7,9,11-13H2,1-2H3/t14-,16-,20-,21-,24-/m0/s1
InChI Key JBUJLIZQYREJLN-FYFKHAHJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C24H27NO7
Molecular Weight 441.50 g/mol
Exact Mass 441.17875220 g/mol
Topological Polar Surface Area (TPSA) 94.50 Ų
XlogP 2.40
Atomic LogP (AlogP) 1.98
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,13S,15R,18R)-18-but-2-enoyloxy-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9,16-tetraen-15-yl] (3S)-3-hydroxybutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9621 96.21%
Caco-2 - 0.5912 59.12%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.4405 44.05%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8739 87.39%
OATP1B3 inhibitior + 0.9380 93.80%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9133 91.33%
P-glycoprotein inhibitior + 0.8241 82.41%
P-glycoprotein substrate + 0.5701 57.01%
CYP3A4 substrate + 0.6566 65.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8236 82.36%
CYP3A4 inhibition - 0.5377 53.77%
CYP2C9 inhibition - 0.8883 88.83%
CYP2C19 inhibition - 0.7295 72.95%
CYP2D6 inhibition - 0.7123 71.23%
CYP1A2 inhibition - 0.7654 76.54%
CYP2C8 inhibition - 0.5717 57.17%
CYP inhibitory promiscuity - 0.7425 74.25%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4889 48.89%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.9739 97.39%
Skin irritation - 0.7942 79.42%
Skin corrosion - 0.9383 93.83%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4094 40.94%
Micronuclear + 0.7400 74.00%
Hepatotoxicity + 0.6250 62.50%
skin sensitisation - 0.7939 79.39%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.6502 65.02%
Acute Oral Toxicity (c) III 0.6773 67.73%
Estrogen receptor binding + 0.8113 81.13%
Androgen receptor binding + 0.6465 64.65%
Thyroid receptor binding + 0.5203 52.03%
Glucocorticoid receptor binding + 0.7942 79.42%
Aromatase binding - 0.5312 53.12%
PPAR gamma + 0.5995 59.95%
Honey bee toxicity - 0.7651 76.51%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.8730 87.30%

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 99.23% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.70% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 98.22% 83.82%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.51% 96.77%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.12% 91.11%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 93.10% 97.21%
CHEMBL2413 P32246 C-C chemokine receptor type 1 92.28% 89.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.25% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.40% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.03% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.13% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.11% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.70% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.64% 85.14%
CHEMBL4208 P20618 Proteasome component C5 87.52% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.45% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.17% 97.25%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.08% 90.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.57% 96.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 86.42% 90.24%
CHEMBL340 P08684 Cytochrome P450 3A4 85.38% 91.19%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 84.57% 99.00%
CHEMBL2581 P07339 Cathepsin D 84.06% 98.95%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.76% 96.47%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.16% 89.62%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.73% 96.95%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 80.37% 96.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.29% 95.89%

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.
Galanthus nivalis

Cross-Links

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PubChem 162936339
LOTUS LTS0007630
wikiData Q105124588