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1-O-[(2S,3S,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-[(4R)-4,5-dihydroxy-4-methylpentyl]-2-hydroxybutanedioate

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 46adf45b-c165-42a1-8a98-2e7b7b696368
Taxonomy Alkaloids and derivatives > Cephalotaxus alkaloids
IUPAC Name 1-O-[(2S,3S,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-[(4R)-4,5-dihydroxy-4-methylpentyl]-2-hydroxybutanedioate
SMILES (Canonical) CC(CCCC(CC(=O)OC)(C(=O)OC1C2C3=CC4=C(C=C3CCN5C2(CCC5)C=C1OC)OCO4)O)(CO)O
SMILES (Isomeric) C[C@@](CCC[C@@](CC(=O)OC)(C(=O)O[C@H]1[C@H]2C3=CC4=C(C=C3CCN5[C@@]2(CCC5)C=C1OC)OCO4)O)(CO)O
InChI InChI=1S/C29H39NO10/c1-27(34,16-31)7-4-9-29(35,15-23(32)37-3)26(33)40-25-22(36-2)14-28-8-5-10-30(28)11-6-18-12-20-21(39-17-38-20)13-19(18)24(25)28/h12-14,24-25,31,34-35H,4-11,15-17H2,1-3H3/t24-,25-,27-,28+,29-/m1/s1
InChI Key DNSQKRKBQQZTRY-PMCIJNRMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H39NO10
Molecular Weight 561.60 g/mol
Exact Mass 561.25739644 g/mol
Topological Polar Surface Area (TPSA) 144.00 Ų
XlogP -0.20
Atomic LogP (AlogP) 1.55
H-Bond Acceptor 11
H-Bond Donor 3
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-O-[(2S,3S,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-[(4R)-4,5-dihydroxy-4-methylpentyl]-2-hydroxybutanedioate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9085 90.85%
Caco-2 - 0.7252 72.52%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.4631 46.31%
OATP2B1 inhibitior - 0.8556 85.56%
OATP1B1 inhibitior + 0.8543 85.43%
OATP1B3 inhibitior + 0.9332 93.32%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9800 98.00%
P-glycoprotein inhibitior + 0.8112 81.12%
P-glycoprotein substrate + 0.9026 90.26%
CYP3A4 substrate + 0.6999 69.99%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7731 77.31%
CYP3A4 inhibition + 0.7544 75.44%
CYP2C9 inhibition - 0.9076 90.76%
CYP2C19 inhibition - 0.9141 91.41%
CYP2D6 inhibition - 0.9290 92.90%
CYP1A2 inhibition - 0.8976 89.76%
CYP2C8 inhibition + 0.6306 63.06%
CYP inhibitory promiscuity - 0.9721 97.21%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Danger 0.4756 47.56%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.9449 94.49%
Skin irritation - 0.7607 76.07%
Skin corrosion - 0.9332 93.32%
Ames mutagenesis - 0.6260 62.60%
Human Ether-a-go-go-Related Gene inhibition - 0.4645 46.45%
Micronuclear + 0.6200 62.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8436 84.36%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.7672 76.72%
Acute Oral Toxicity (c) III 0.5314 53.14%
Estrogen receptor binding + 0.8959 89.59%
Androgen receptor binding + 0.8563 85.63%
Thyroid receptor binding + 0.6106 61.06%
Glucocorticoid receptor binding + 0.8692 86.92%
Aromatase binding + 0.7129 71.29%
PPAR gamma + 0.5436 54.36%
Honey bee toxicity - 0.7852 78.52%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5656 56.56%
Fish aquatic toxicity + 0.9055 90.55%

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 99.21% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.74% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.88% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.81% 96.77%
CHEMBL2581 P07339 Cathepsin D 95.30% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 93.78% 83.82%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.04% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 92.07% 92.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.39% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.16% 95.56%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 88.41% 91.03%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.27% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.62% 97.09%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 87.36% 98.75%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 86.89% 90.95%
CHEMBL3231 Q13464 Rho-associated protein kinase 1 86.73% 95.55%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 86.12% 90.24%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.48% 94.33%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.32% 96.90%
CHEMBL5028 O14672 ADAM10 85.02% 97.50%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 84.85% 96.25%
CHEMBL340 P08684 Cytochrome P450 3A4 84.81% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.61% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.88% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.35% 91.07%
CHEMBL4581 P52732 Kinesin-like protein 1 83.12% 93.18%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.60% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.38% 100.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.13% 95.83%

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.
There are no matching plants.

Cross-Links

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PubChem 11135488
LOTUS LTS0242999
wikiData Q104985720