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1-O-[(2S,3S,6S)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.02,6.06,10.015,19]icosa-1(20),4,13,15(19)-tetraen-3-yl] 4-O-methyl (2R,3S)-2,3-dihydroxy-2-(3-hydroxy-3-methylbutyl)butanedioate

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 e5ed84fb-a00b-4fd3-84b9-a4caf14d91da
Taxonomy Alkaloids and derivatives > Cephalotaxus alkaloids
IUPAC Name 1-O-[(2S,3S,6S)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.02,6.06,10.015,19]icosa-1(20),4,13,15(19)-tetraen-3-yl] 4-O-methyl (2R,3S)-2,3-dihydroxy-2-(3-hydroxy-3-methylbutyl)butanedioate
SMILES (Canonical) CC(C)(CCC(C(C(=O)OC)O)(C(=O)OC1C2C3=CC4=C(C=C3CCN5C2(CCC5)C=C1OC)OCO4)O)O
SMILES (Isomeric) CC(C)(CC[C@@]([C@@H](C(=O)OC)O)(C(=O)O[C@H]1[C@H]2C3=CC4=C(C=C3CCN5[C@]2(CCC5)C=C1OC)OCO4)O)O
InChI InChI=1S/C28H37NO10/c1-26(2,33)8-9-28(34,23(30)24(31)36-4)25(32)39-22-20(35-3)14-27-7-5-10-29(27)11-6-16-12-18-19(38-15-37-18)13-17(16)21(22)27/h12-14,21-23,30,33-34H,5-11,15H2,1-4H3/t21-,22-,23-,27-,28-/m1/s1
InChI Key UEMDQYDLYDQFNS-VKGMGNCJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H37NO10
Molecular Weight 547.60 g/mol
Exact Mass 547.24174638 g/mol
Topological Polar Surface Area (TPSA) 144.00 Ų
XlogP -0.10
Atomic LogP (AlogP) 1.16
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-O-[(2S,3S,6S)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.02,6.06,10.015,19]icosa-1(20),4,13,15(19)-tetraen-3-yl] 4-O-methyl (2R,3S)-2,3-dihydroxy-2-(3-hydroxy-3-methylbutyl)butanedioate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9419 94.19%
Caco-2 - 0.6842 68.42%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.5491 54.91%
OATP2B1 inhibitior - 0.8580 85.80%
OATP1B1 inhibitior + 0.8622 86.22%
OATP1B3 inhibitior + 0.9295 92.95%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8142 81.42%
P-glycoprotein inhibitior + 0.7369 73.69%
P-glycoprotein substrate + 0.7721 77.21%
CYP3A4 substrate + 0.6977 69.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7433 74.33%
CYP3A4 inhibition + 0.6278 62.78%
CYP2C9 inhibition - 0.8988 89.88%
CYP2C19 inhibition - 0.8964 89.64%
CYP2D6 inhibition - 0.9163 91.63%
CYP1A2 inhibition - 0.8945 89.45%
CYP2C8 inhibition + 0.5557 55.57%
CYP inhibitory promiscuity - 0.9680 96.80%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Danger 0.4736 47.36%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.9290 92.90%
Skin irritation - 0.7704 77.04%
Skin corrosion - 0.9323 93.23%
Ames mutagenesis - 0.5054 50.54%
Human Ether-a-go-go-Related Gene inhibition - 0.3667 36.67%
Micronuclear + 0.6900 69.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8331 83.31%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8889 88.89%
Acute Oral Toxicity (c) III 0.5779 57.79%
Estrogen receptor binding + 0.8086 80.86%
Androgen receptor binding + 0.7871 78.71%
Thyroid receptor binding + 0.5839 58.39%
Glucocorticoid receptor binding + 0.8171 81.71%
Aromatase binding + 0.7004 70.04%
PPAR gamma + 0.6405 64.05%
Honey bee toxicity - 0.7709 77.09%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9575 95.75%

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 99.34% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.26% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.63% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.27% 97.25%
CHEMBL2581 P07339 Cathepsin D 96.16% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 94.71% 92.62%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.02% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.00% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.23% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.20% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.71% 97.09%
CHEMBL2413 P32246 C-C chemokine receptor type 1 86.82% 89.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.21% 95.56%
CHEMBL5028 O14672 ADAM10 85.85% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.85% 91.07%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.55% 90.71%
CHEMBL340 P08684 Cytochrome P450 3A4 84.69% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.90% 95.89%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 83.46% 90.24%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.08% 91.03%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.00% 94.33%
CHEMBL4581 P52732 Kinesin-like protein 1 82.84% 93.18%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 81.32% 90.95%
CHEMBL2535 P11166 Glucose transporter 80.68% 98.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.04% 97.14%

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.
Persea americana

Cross-Links

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PubChem 162889265
LOTUS LTS0015166
wikiData Q105133369