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(4R)-4-[[(5R)-5-hydroxy-5-(hydroxymethyl)-2-methoxy-3-oxocyclohexen-1-yl]amino]-5-[(2R,3S,4R,5R,6S)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxypentanamide

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 1a5d3b59-6145-405d-9580-28dd58d207af
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Hexoses
IUPAC Name (4R)-4-[[(5R)-5-hydroxy-5-(hydroxymethyl)-2-methoxy-3-oxocyclohexen-1-yl]amino]-5-[(2R,3S,4R,5R,6S)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxypentanamide
SMILES (Canonical) COC1=C(CC(CC1=O)(CO)O)NC(CCC(=O)N)COC2C(OC(C(C2O)O)O)CO
SMILES (Isomeric) COC1=C(C[C@@](CC1=O)(CO)O)N[C@H](CCC(=O)N)CO[C@@H]2[C@H](O[C@@H]([C@@H]([C@H]2O)O)O)CO
InChI InChI=1S/C19H32N2O11/c1-30-16-10(4-19(29,8-23)5-11(16)24)21-9(2-3-13(20)25)7-31-17-12(6-22)32-18(28)15(27)14(17)26/h9,12,14-15,17-18,21-23,26-29H,2-8H2,1H3,(H2,20,25)/t9-,12-,14-,15-,17-,18+,19-/m1/s1
InChI Key WWWNCXCUDMPGJY-LAVMAAOOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H32N2O11
Molecular Weight 464.50 g/mol
Exact Mass 464.20060984 g/mol
Topological Polar Surface Area (TPSA) 221.00 Ų
XlogP -4.60
Atomic LogP (AlogP) -4.03
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4R)-4-[[(5R)-5-hydroxy-5-(hydroxymethyl)-2-methoxy-3-oxocyclohexen-1-yl]amino]-5-[(2R,3S,4R,5R,6S)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxypentanamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.9474 94.74%
Caco-2 - 0.8250 82.50%
Blood Brain Barrier - 0.9750 97.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6989 69.89%
OATP2B1 inhibitior - 0.7135 71.35%
OATP1B1 inhibitior + 0.8887 88.87%
OATP1B3 inhibitior + 0.9423 94.23%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.5706 57.06%
P-glycoprotein inhibitior - 0.7364 73.64%
P-glycoprotein substrate - 0.5275 52.75%
CYP3A4 substrate + 0.6472 64.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8538 85.38%
CYP3A4 inhibition - 0.9536 95.36%
CYP2C9 inhibition - 0.8821 88.21%
CYP2C19 inhibition - 0.8572 85.72%
CYP2D6 inhibition - 0.8967 89.67%
CYP1A2 inhibition - 0.9177 91.77%
CYP2C8 inhibition - 0.8363 83.63%
CYP inhibitory promiscuity - 0.9270 92.70%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5911 59.11%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.9707 97.07%
Skin irritation - 0.7699 76.99%
Skin corrosion - 0.9319 93.19%
Ames mutagenesis - 0.7123 71.23%
Human Ether-a-go-go-Related Gene inhibition - 0.4006 40.06%
Micronuclear + 0.7800 78.00%
Hepatotoxicity - 0.6036 60.36%
skin sensitisation - 0.8535 85.35%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.5698 56.98%
Acute Oral Toxicity (c) III 0.6406 64.06%
Estrogen receptor binding + 0.6524 65.24%
Androgen receptor binding - 0.5436 54.36%
Thyroid receptor binding + 0.5522 55.22%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding - 0.4828 48.28%
PPAR gamma + 0.5347 53.47%
Honey bee toxicity - 0.8014 80.14%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity - 0.7319 73.19%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.63% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.89% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.06% 96.09%
CHEMBL299 P17252 Protein kinase C alpha 96.50% 98.03%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.13% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.33% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.01% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.73% 97.25%
CHEMBL2581 P07339 Cathepsin D 90.49% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 90.12% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.85% 95.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.87% 96.21%
CHEMBL2996 Q05655 Protein kinase C delta 84.69% 97.79%
CHEMBL340 P08684 Cytochrome P450 3A4 84.39% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.32% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.76% 85.14%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.05% 96.47%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.73% 97.14%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.64% 93.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.60% 89.34%
CHEMBL5028 O14672 ADAM10 80.83% 97.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.61% 82.69%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.13% 94.33%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163024288
LOTUS LTS0164958
wikiData Q105314400