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(2R,3S,4R,5S,6R)-2-[[(1R,17S,18S,19R)-17-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.015,19]nonadeca-2,4(8),9,15-tetraen-18-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

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 57faf023-4295-4cf2-a0d5-0562955c6591
Taxonomy Alkaloids and derivatives > Amaryllidaceae alkaloids > Lycorine-type amaryllidaceae alkaloids
IUPAC Name (2R,3S,4R,5S,6R)-2-[[(1R,17S,18S,19R)-17-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.015,19]nonadeca-2,4(8),9,15-tetraen-18-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) C1CN2CC3=CC4=C(C=C3C5C2C1=CC(C5OC6C(C(C(C(O6)CO)O)O)O)O)OCO4
SMILES (Isomeric) C1CN2CC3=CC4=C(C=C3[C@@H]5[C@@H]2C1=C[C@@H]([C@H]5O[C@H]6[C@H]([C@@H]([C@@H]([C@H](O6)CO)O)O)O)O)OCO4
InChI InChI=1S/C22H27NO9/c24-7-15-18(26)19(27)20(28)22(31-15)32-21-12(25)3-9-1-2-23-6-10-4-13-14(30-8-29-13)5-11(10)16(21)17(9)23/h3-5,12,15-22,24-28H,1-2,6-8H2/t12-,15+,16+,17-,18+,19+,20-,21+,22-/m0/s1
InChI Key NVHVNOCMXAHWMA-PHWSMRJFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H27NO9
Molecular Weight 449.40 g/mol
Exact Mass 449.16858144 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP -1.60
Atomic LogP (AlogP) -1.43
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4R,5S,6R)-2-[[(1R,17S,18S,19R)-17-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.015,19]nonadeca-2,4(8),9,15-tetraen-18-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8357 83.57%
Caco-2 - 0.8193 81.93%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.6006 60.06%
OATP2B1 inhibitior - 0.8564 85.64%
OATP1B1 inhibitior + 0.9061 90.61%
OATP1B3 inhibitior + 0.9370 93.70%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.5960 59.60%
P-glycoprotein inhibitior - 0.7431 74.31%
P-glycoprotein substrate - 0.6909 69.09%
CYP3A4 substrate + 0.6090 60.90%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.6681 66.81%
CYP3A4 inhibition - 0.9235 92.35%
CYP2C9 inhibition - 0.8870 88.70%
CYP2C19 inhibition - 0.8943 89.43%
CYP2D6 inhibition - 0.6286 62.86%
CYP1A2 inhibition + 0.5992 59.92%
CYP2C8 inhibition - 0.7309 73.09%
CYP inhibitory promiscuity - 0.8300 83.00%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5120 51.20%
Eye corrosion - 0.9845 98.45%
Eye irritation - 0.9578 95.78%
Skin irritation - 0.7464 74.64%
Skin corrosion - 0.9281 92.81%
Ames mutagenesis - 0.5754 57.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7613 76.13%
Micronuclear + 0.7700 77.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8248 82.48%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.5608 56.08%
Acute Oral Toxicity (c) III 0.5861 58.61%
Estrogen receptor binding + 0.6642 66.42%
Androgen receptor binding + 0.5845 58.45%
Thyroid receptor binding - 0.5725 57.25%
Glucocorticoid receptor binding - 0.5532 55.32%
Aromatase binding + 0.5518 55.18%
PPAR gamma + 0.6575 65.75%
Honey bee toxicity - 0.6792 67.92%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.7333 73.33%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.90% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.67% 96.09%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 94.27% 83.57%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.27% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.79% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.13% 95.89%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 89.28% 90.24%
CHEMBL4208 P20618 Proteasome component C5 87.64% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.19% 86.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.01% 90.71%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.27% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.22% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.22% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.12% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.61% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.34% 92.62%
CHEMBL237 P41145 Kappa opioid receptor 82.27% 98.10%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 81.59% 96.25%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 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.
Pancratium biflorum

Cross-Links

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PubChem 162932793
LOTUS LTS0210281
wikiData Q105186243