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Cepharanoline

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 2f844397-3cae-41ec-898b-2a6b4dc84376
Taxonomy Lignans, neolignans and related compounds
IUPAC Name (14S,27R)-33-methoxy-13,28-dimethyl-2,5,7,20-tetraoxa-13,28-diazaoctacyclo[25.6.2.216,19.13,10.121,25.04,8.031,35.014,39]nonatriaconta-1(33),3(39),4(8),9,16(38),17,19(37),21,23,25(36),31,34-dodecaen-22-ol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H36N2O6/c1-37-12-10-23-17-31(40-3)32-19-26(23)27(37)15-22-6-9-29(39)30(16-22)43-25-7-4-21(5-8-25)14-28-34-24(11-13-38(28)2)18-33-35(36(34)44-32)42-20-41-33/h4-9,16-19,27-28,39H,10-15,20H2,1-3H3/t27-,28+/m1/s1
InChI Key VQAWRQZAAIQXHM-IZLXSDGUSA-N
Popularity 9 references in papers

Physical and Chemical Properties

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Molecular Formula C36H36N2O6
Molecular Weight 592.70 g/mol
Exact Mass 592.25733687 g/mol
Topological Polar Surface Area (TPSA) 72.90 Ų
XlogP 6.20
Atomic LogP (AlogP) 6.57
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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27686-34-6
(14S,27R)-33-methoxy-13,28-dimethyl-2,5,7,20-tetraoxa-13,28-diazaoctacyclo[25.6.2.216,19.13,10.121,25.04,8.031,35.014,39]nonatriaconta-1(33),3(39),4(8),9,16(38),17,19(37),21,23,25(36),31,34-dodecaen-22-ol
(14S,27R)-33-methoxy-13,28-dimethyl-2,5,7,20-tetraoxa-13,28-diazaoctacyclo(25.6.2.216,19.13,10.121,25.04,8.031,35.014,39)nonatriaconta-1(33),3(39),4(8),9,16(38),17,19(37),21,23,25(36),31,34-dodecaen-22-ol
RefChem:124430
(14aS,26aR)-2,3,13,14,14a,15,26,26a-Octahydro-30-methoxy-1,14-dimethyl-1H-4,6:16,19-dietheno-21,25-metheno-12H-[1,3]dioxolo[4,5-g]pyrido[2 inverted exclamation marka,3 inverted exclamation marka:17,18][1,10]dioxacycloeicosino[2,3,4-ij]isoquinolin-22-ol
CHEMBL496044
orb1942024
SCHEMBL30396501
DTXSID201045590
HY-N8239
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Cepharanoline

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8911 89.11%
Caco-2 + 0.7465 74.65%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.4430 44.30%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9377 93.77%
OATP1B3 inhibitior + 0.9460 94.60%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9973 99.73%
P-glycoprotein inhibitior + 0.9543 95.43%
P-glycoprotein substrate + 0.5868 58.68%
CYP3A4 substrate + 0.6734 67.34%
CYP2C9 substrate - 0.6079 60.79%
CYP2D6 substrate + 0.5701 57.01%
CYP3A4 inhibition - 0.8517 85.17%
CYP2C9 inhibition - 0.8819 88.19%
CYP2C19 inhibition - 0.6873 68.73%
CYP2D6 inhibition + 0.5053 50.53%
CYP1A2 inhibition - 0.7721 77.21%
CYP2C8 inhibition + 0.5160 51.60%
CYP inhibitory promiscuity - 0.8168 81.68%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6079 60.79%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9504 95.04%
Skin irritation - 0.7993 79.93%
Skin corrosion - 0.9513 95.13%
Ames mutagenesis + 0.8600 86.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9087 90.87%
Micronuclear + 0.6000 60.00%
Hepatotoxicity - 0.9625 96.25%
skin sensitisation - 0.8760 87.60%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7160 71.60%
Acute Oral Toxicity (c) III 0.7927 79.27%
Estrogen receptor binding + 0.7340 73.40%
Androgen receptor binding + 0.7385 73.85%
Thyroid receptor binding + 0.5897 58.97%
Glucocorticoid receptor binding + 0.8307 83.07%
Aromatase binding + 0.5365 53.65%
PPAR gamma + 0.6076 60.76%
Honey bee toxicity - 0.7268 72.68%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity + 0.8557 85.57%

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 99.45% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.55% 91.11%
CHEMBL2056 P21728 Dopamine D1 receptor 94.21% 91.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 94.09% 93.99%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.03% 96.77%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 92.55% 89.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.44% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.26% 94.45%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 92.14% 93.40%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.92% 85.14%
CHEMBL217 P14416 Dopamine D2 receptor 90.75% 95.62%
CHEMBL2581 P07339 Cathepsin D 89.64% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.99% 95.89%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 88.44% 82.67%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.20% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.95% 89.00%
CHEMBL2535 P11166 Glucose transporter 85.42% 98.75%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 85.20% 90.95%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 85.09% 82.38%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.81% 92.94%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.64% 91.03%
CHEMBL4208 P20618 Proteasome component C5 83.48% 90.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.16% 100.00%
CHEMBL261 P00915 Carbonic anhydrase I 82.96% 96.76%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.56% 95.78%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.41% 90.71%
CHEMBL3438 Q05513 Protein kinase C zeta 81.83% 88.48%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.51% 86.33%
CHEMBL4247 Q9UM73 ALK tyrosine kinase receptor 81.42% 96.86%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.29% 94.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.24% 89.50%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 80.26% 80.78%

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.
Stephania cephalantha
Stephania rotunda

Cross-Links

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PubChem 5315779
NPASS NPC24260
LOTUS LTS0175493
wikiData Q15410889