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1-O-(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-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 f3b580d5-cf55-492f-9f67-d7e92b9db5ad
Taxonomy Alkaloids and derivatives > Cephalotaxus alkaloids
IUPAC Name 1-O-(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-methylbutyl)butanedioate
SMILES (Canonical) CC(C)CCC(C(C(=O)OC)O)(C(=O)OC1C2C3=CC4=C(C=C3CCN5C2(CCC5)C=C1OC)OCO4)O
SMILES (Isomeric) CC(C)CC[C@@]([C@@H](C(=O)OC)O)(C(=O)OC1C2C3=CC4=C(C=C3CCN5C2(CCC5)C=C1OC)OCO4)O
InChI InChI=1S/C28H37NO9/c1-16(2)6-9-28(33,24(30)25(31)35-4)26(32)38-23-21(34-3)14-27-8-5-10-29(27)11-7-17-12-19-20(37-15-36-19)13-18(17)22(23)27/h12-14,16,22-24,30,33H,5-11,15H2,1-4H3/t22?,23?,24-,27?,28-/m1/s1
InChI Key CAOHZEUEVKYHPF-WPXGXWFTSA-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 1.30
Atomic LogP (AlogP) 2.05
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-O-(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-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 - 0.6132 61.32%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.5491 54.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8671 86.71%
OATP1B3 inhibitior + 0.9295 92.95%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8597 85.97%
P-glycoprotein inhibitior + 0.7753 77.53%
P-glycoprotein substrate + 0.7661 76.61%
CYP3A4 substrate + 0.6993 69.93%
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 + 0.5127 51.27%
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 - 0.9378 93.78%
Skin irritation - 0.7704 77.04%
Skin corrosion - 0.9323 93.23%
Ames mutagenesis + 0.5046 50.46%
Human Ether-a-go-go-Related Gene inhibition - 0.3951 39.51%
Micronuclear + 0.6900 69.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8331 83.31%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.9047 90.47%
Acute Oral Toxicity (c) III 0.5779 57.79%
Estrogen receptor binding + 0.7723 77.23%
Androgen receptor binding + 0.7702 77.02%
Thyroid receptor binding + 0.5296 52.96%
Glucocorticoid receptor binding + 0.7893 78.93%
Aromatase binding + 0.6092 60.92%
PPAR gamma + 0.6011 60.11%
Honey bee toxicity - 0.7902 79.02%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6300 63.00%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.55% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.09% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.09% 94.45%
CHEMBL2581 P07339 Cathepsin D 97.38% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.23% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.13% 97.25%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 94.94% 92.62%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.45% 96.77%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 92.45% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.89% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.50% 97.09%
CHEMBL2413 P32246 C-C chemokine receptor type 1 87.91% 89.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.20% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.05% 95.56%
CHEMBL5028 O14672 ADAM10 85.04% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.01% 91.07%
CHEMBL4581 P52732 Kinesin-like protein 1 84.47% 93.18%
CHEMBL340 P08684 Cytochrome P450 3A4 84.36% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.35% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.97% 95.89%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 83.45% 96.25%
CHEMBL237 P41145 Kappa opioid receptor 82.81% 98.10%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.62% 91.03%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 82.27% 94.78%
CHEMBL3231 Q13464 Rho-associated protein kinase 1 81.87% 95.55%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.76% 90.24%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.72% 94.33%
CHEMBL2535 P11166 Glucose transporter 80.56% 98.75%
CHEMBL221 P23219 Cyclooxygenase-1 80.35% 90.17%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.18% 96.38%
CHEMBL230 P35354 Cyclooxygenase-2 80.01% 89.63%

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
Cephalotaxus hainanensis
Pleurospermum rivulorum

Cross-Links

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PubChem 9871679
NPASS NPC133704