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1-O-[(2S,6R)-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)-2-hydroxy-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 74f7e1f2-bccf-4667-9af4-742ac0fcfe67
Taxonomy Alkaloids and derivatives > Cephalotaxus alkaloids
IUPAC Name 1-O-[(2S,6R)-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)-2-hydroxy-2-(3-hydroxy-3-methylbutyl)butanedioate
SMILES (Canonical) CC(C)(CCC(CC(=O)OC)(C(=O)OC1C2C3=CC4=C(C=C3CCN5C2(CCC5)C=C1OC)OCO4)O)O
SMILES (Isomeric) CC(C)(CC[C@@](CC(=O)OC)(C(=O)OC1[C@H]2C3=CC4=C(C=C3CCN5[C@@]2(CCC5)C=C1OC)OCO4)O)O
InChI InChI=1S/C28H37NO9/c1-26(2,32)8-9-28(33,15-22(30)35-4)25(31)38-24-21(34-3)14-27-7-5-10-29(27)11-6-17-12-19-20(37-16-36-19)13-18(17)23(24)27/h12-14,23-24,32-33H,5-11,15-16H2,1-4H3/t23-,24?,27+,28-/m1/s1
InChI Key HAVJATCHLFRDHY-WGPYEGLQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H37NO9
Molecular Weight 531.60 g/mol
Exact Mass 531.24683176 g/mol
Topological Polar Surface Area (TPSA) 124.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 2.19
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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A877127

2D Structure

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2D Structure of 1-O-[(2S,6R)-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)-2-hydroxy-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 + 0.9805 98.05%
Caco-2 - 0.6390 63.90%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.5417 54.17%
OATP2B1 inhibitior - 0.8560 85.60%
OATP1B1 inhibitior + 0.8636 86.36%
OATP1B3 inhibitior + 0.9291 92.91%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9017 90.17%
P-glycoprotein inhibitior + 0.7569 75.69%
P-glycoprotein substrate + 0.8867 88.67%
CYP3A4 substrate + 0.6846 68.46%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7342 73.42%
CYP3A4 inhibition + 0.7115 71.15%
CYP2C9 inhibition - 0.9084 90.84%
CYP2C19 inhibition - 0.8724 87.24%
CYP2D6 inhibition - 0.8955 89.55%
CYP1A2 inhibition - 0.9037 90.37%
CYP2C8 inhibition + 0.5470 54.70%
CYP inhibitory promiscuity - 0.9552 95.52%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Danger 0.4314 43.14%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.9357 93.57%
Skin irritation - 0.7796 77.96%
Skin corrosion - 0.9352 93.52%
Ames mutagenesis - 0.6137 61.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4033 40.33%
Micronuclear + 0.6400 64.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8277 82.77%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7341 73.41%
Acute Oral Toxicity (c) III 0.6045 60.45%
Estrogen receptor binding + 0.8048 80.48%
Androgen receptor binding + 0.8565 85.65%
Thyroid receptor binding + 0.6316 63.16%
Glucocorticoid receptor binding + 0.8262 82.62%
Aromatase binding + 0.7099 70.99%
PPAR gamma + 0.5769 57.69%
Honey bee toxicity - 0.7738 77.38%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5356 53.56%
Fish aquatic toxicity + 0.9461 94.61%

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 99.11% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.19% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.40% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 95.09% 92.62%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.56% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.47% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.18% 97.25%
CHEMBL2581 P07339 Cathepsin D 91.86% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.68% 85.14%
CHEMBL3231 Q13464 Rho-associated protein kinase 1 87.88% 95.55%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 87.68% 90.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.67% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.57% 91.07%
CHEMBL5028 O14672 ADAM10 86.64% 97.50%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 86.00% 90.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.48% 95.89%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.29% 91.03%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.61% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.11% 97.14%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.87% 94.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.99% 95.50%
CHEMBL4208 P20618 Proteasome component C5 81.94% 90.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.89% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.85% 95.56%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 80.45% 96.25%

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.
Cephalotaxus fortunei

Cross-Links

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PubChem 134694858
LOTUS LTS0061665
wikiData Q104391308