PlantaeDB Logo
Login Sign-up

(1S,13R,15R,18S)-15-[4-(2-aminoethyl)phenoxy]-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9,16-tetraen-18-ol

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 88b0de5e-9698-40d2-bd53-fdda129dd1c6
Taxonomy Alkaloids and derivatives > Amaryllidaceae alkaloids > Crinine- and Haemanthamine-type amaryllidaceae alkaloids
IUPAC Name (1S,13R,15R,18S)-15-[4-(2-aminoethyl)phenoxy]-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9,16-tetraen-18-ol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C24H26N2O4/c25-8-6-15-1-3-17(4-2-15)30-18-5-7-24-19-11-21-20(28-14-29-21)9-16(19)12-26(13-23(24)27)22(24)10-18/h1-5,7,9,11,18,22-23,27H,6,8,10,12-14,25H2/t18-,22+,23+,24-/m0/s1
InChI Key WMQYROIEIDIUPE-QMTRIVCPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C24H26N2O4
Molecular Weight 406.50 g/mol
Exact Mass 406.18925731 g/mol
Topological Polar Surface Area (TPSA) 77.20 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.12
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1S,13R,15R,18S)-15-[4-(2-aminoethyl)phenoxy]-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9,16-tetraen-18-ol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8781 87.81%
Caco-2 - 0.5591 55.91%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Lysosomes 0.6157 61.57%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9257 92.57%
OATP1B3 inhibitior + 0.9446 94.46%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6849 68.49%
BSEP inhibitior + 0.9614 96.14%
P-glycoprotein inhibitior + 0.8244 82.44%
P-glycoprotein substrate + 0.5793 57.93%
CYP3A4 substrate + 0.6371 63.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4872 48.72%
CYP3A4 inhibition - 0.7062 70.62%
CYP2C9 inhibition - 0.8946 89.46%
CYP2C19 inhibition - 0.7612 76.12%
CYP2D6 inhibition - 0.7297 72.97%
CYP1A2 inhibition - 0.7486 74.86%
CYP2C8 inhibition + 0.4435 44.35%
CYP inhibitory promiscuity - 0.7055 70.55%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5810 58.10%
Eye corrosion - 0.9861 98.61%
Eye irritation - 0.9757 97.57%
Skin irritation - 0.7597 75.97%
Skin corrosion - 0.9286 92.86%
Ames mutagenesis - 0.5737 57.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7226 72.26%
Micronuclear + 0.8000 80.00%
Hepatotoxicity + 0.5428 54.28%
skin sensitisation - 0.8185 81.85%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.8242 82.42%
Acute Oral Toxicity (c) III 0.6178 61.78%
Estrogen receptor binding + 0.8366 83.66%
Androgen receptor binding + 0.7454 74.54%
Thyroid receptor binding + 0.5542 55.42%
Glucocorticoid receptor binding + 0.7911 79.11%
Aromatase binding + 0.6517 65.17%
PPAR gamma + 0.6055 60.55%
Honey bee toxicity - 0.6943 69.43%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity - 0.4842 48.42%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.91% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.84% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.69% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 98.46% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.98% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.32% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.30% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.27% 92.62%
CHEMBL240 Q12809 HERG 90.16% 89.76%
CHEMBL4581 P52732 Kinesin-like protein 1 90.00% 93.18%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.55% 94.00%
CHEMBL264 Q9Y5N1 Histamine H3 receptor 89.40% 91.43%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.28% 96.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.18% 99.17%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 89.07% 95.58%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 89.05% 97.21%
CHEMBL3492 P49721 Proteasome Macropain subunit 88.47% 90.24%
CHEMBL4101 P17612 cAMP-dependent protein kinase alpha-catalytic subunit 87.96% 82.86%
CHEMBL4208 P20618 Proteasome component C5 87.52% 90.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.42% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.76% 92.94%
CHEMBL233 P35372 Mu opioid receptor 86.75% 97.93%
CHEMBL4040 P28482 MAP kinase ERK2 85.60% 83.82%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.86% 90.71%
CHEMBL226 P30542 Adenosine A1 receptor 84.36% 95.93%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 83.46% 90.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.58% 97.25%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.77% 95.50%
CHEMBL3891 P07384 Calpain 1 81.37% 93.04%
CHEMBL3902 P09211 Glutathione S-transferase Pi 81.30% 93.81%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.99% 95.56%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 80.90% 96.25%

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.
Crinum moorei

Cross-Links

Top
PubChem 163034741
LOTUS LTS0128386
wikiData Q105308786