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[(1S,13S,15R,18R)-15-hydroxy-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9,16-tetraen-18-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 acbaf429-f732-4921-adb2-207c6221e350
Taxonomy Alkaloids and derivatives > Amaryllidaceae alkaloids > Crinine- and Haemanthamine-type amaryllidaceae alkaloids
IUPAC Name [(1S,13S,15R,18R)-15-hydroxy-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9,16-tetraen-18-yl] (3S)-3-hydroxybutanoate
SMILES (Canonical) CC(CC(=O)OC1CN2CC3=CC4=C(C=C3C15C2CC(C=C5)O)OCO4)O
SMILES (Isomeric) C[C@@H](CC(=O)O[C@H]1CN2CC3=CC4=C(C=C3[C@@]15[C@@H]2C[C@H](C=C5)O)OCO4)O
InChI InChI=1S/C20H23NO6/c1-11(22)4-19(24)27-18-9-21-8-12-5-15-16(26-10-25-15)7-14(12)20(18)3-2-13(23)6-17(20)21/h2-3,5,7,11,13,17-18,22-23H,4,6,8-10H2,1H3/t11-,13-,17-,18-,20-/m0/s1
InChI Key IDBLRTJXYSJNAB-ADGKLHOASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H23NO6
Molecular Weight 373.40 g/mol
Exact Mass 373.15253745 g/mol
Topological Polar Surface Area (TPSA) 88.50 Ų
XlogP 1.00
Atomic LogP (AlogP) 0.85
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,13S,15R,18R)-15-hydroxy-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9,16-tetraen-18-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 + 0.9715 97.15%
Caco-2 + 0.7266 72.66%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.4630 46.30%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9031 90.31%
OATP1B3 inhibitior + 0.9479 94.79%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7876 78.76%
P-glycoprotein inhibitior - 0.7344 73.44%
P-glycoprotein substrate - 0.5537 55.37%
CYP3A4 substrate + 0.6463 64.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7339 73.39%
CYP3A4 inhibition - 0.7419 74.19%
CYP2C9 inhibition - 0.8900 89.00%
CYP2C19 inhibition - 0.6840 68.40%
CYP2D6 inhibition - 0.6239 62.39%
CYP1A2 inhibition - 0.7484 74.84%
CYP2C8 inhibition - 0.8234 82.34%
CYP inhibitory promiscuity - 0.6773 67.73%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4844 48.44%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9784 97.84%
Skin irritation - 0.7900 79.00%
Skin corrosion - 0.9369 93.69%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5645 56.45%
Micronuclear + 0.7600 76.00%
Hepatotoxicity + 0.5553 55.53%
skin sensitisation - 0.7810 78.10%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.5824 58.24%
Acute Oral Toxicity (c) III 0.6641 66.41%
Estrogen receptor binding + 0.6481 64.81%
Androgen receptor binding + 0.6203 62.03%
Thyroid receptor binding - 0.5081 50.81%
Glucocorticoid receptor binding + 0.6155 61.55%
Aromatase binding + 0.5191 51.91%
PPAR gamma + 0.6241 62.41%
Honey bee toxicity - 0.7719 77.19%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.8123 81.23%

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 99.43% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.11% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 97.94% 83.82%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.45% 96.77%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.26% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.56% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.09% 85.14%
CHEMBL2581 P07339 Cathepsin D 91.93% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.51% 89.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 90.79% 89.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.26% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.89% 97.09%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 89.39% 97.21%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.12% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.38% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 85.62% 91.19%
CHEMBL4208 P20618 Proteasome component C5 84.78% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.80% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.71% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.79% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.78% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.52% 96.47%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 82.29% 99.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.99% 90.24%

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 162870537
LOTUS LTS0024421
wikiData Q105111269