PlantaeDB Logo
Login Sign-up

methyl (1R,12S,14S,15E,18S)-15-ethylidene-12-[(1R,12R,13S,14S,15E)-15-ethylidene-1-hydroxy-13-(hydroxymethyl)-3-methyl-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4(9),5,7-tetraen-7-yl]-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate

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

Top
Internal ID 22ab6ebd-6958-47e8-8b18-522528c0693e
Taxonomy Alkaloids and derivatives > Macroline alkaloids
IUPAC Name methyl (1R,12S,14S,15E,18S)-15-ethylidene-12-[(1R,12R,13S,14S,15E)-15-ethylidene-1-hydroxy-13-(hydroxymethyl)-3-methyl-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4(9),5,7-tetraen-7-yl]-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate
SMILES (Canonical) CC=C1CN(C2CC3=C(C(CC1C2C(=O)OC)C4=CC5=C(C=C4)N(C6=C5CC7C(C8CC6(N7CC8=CC)O)CO)C)NC9=CC=CC=C39)C
SMILES (Isomeric) C/C=C\1/CN([C@@H]2CC3=C([C@@H](C[C@H]1[C@@H]2C(=O)OC)C4=CC5=C(C=C4)N(C6=C5C[C@@H]7[C@H]([C@@H]\8C[C@@]6(N7C/C8=C/C)O)CO)C)NC9=CC=CC=C39)C
InChI InChI=1S/C41H48N4O4/c1-6-22-19-43(3)36-16-29-25-10-8-9-11-33(25)42-38(29)27(15-26(22)37(36)40(47)49-5)24-12-13-34-28(14-24)30-17-35-32(21-46)31-18-41(48,39(30)44(34)4)45(35)20-23(31)7-2/h6-14,26-27,31-32,35-37,42,46,48H,15-21H2,1-5H3/b22-6-,23-7-/t26-,27+,31-,32+,35-,36-,37+,41-/m1/s1
InChI Key NZQQNPWOZBAVEC-CJTITFDKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C41H48N4O4
Molecular Weight 660.80 g/mol
Exact Mass 660.36755603 g/mol
Topological Polar Surface Area (TPSA) 94.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 5.36
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl (1R,12S,14S,15E,18S)-15-ethylidene-12-[(1R,12R,13S,14S,15E)-15-ethylidene-1-hydroxy-13-(hydroxymethyl)-3-methyl-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4(9),5,7-tetraen-7-yl]-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9355 93.55%
Caco-2 - 0.8176 81.76%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.5317 53.17%
OATP2B1 inhibitior - 0.5702 57.02%
OATP1B1 inhibitior + 0.8269 82.69%
OATP1B3 inhibitior + 0.9306 93.06%
MATE1 inhibitior - 0.7896 78.96%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9949 99.49%
P-glycoprotein inhibitior + 0.8472 84.72%
P-glycoprotein substrate + 0.8250 82.50%
CYP3A4 substrate + 0.7488 74.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7645 76.45%
CYP3A4 inhibition - 0.7734 77.34%
CYP2C9 inhibition - 0.6865 68.65%
CYP2C19 inhibition - 0.7075 70.75%
CYP2D6 inhibition - 0.7511 75.11%
CYP1A2 inhibition - 0.7417 74.17%
CYP2C8 inhibition + 0.7880 78.80%
CYP inhibitory promiscuity - 0.6413 64.13%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5927 59.27%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9332 93.32%
Skin irritation - 0.7775 77.75%
Skin corrosion - 0.9329 93.29%
Ames mutagenesis + 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9234 92.34%
Micronuclear + 0.7300 73.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8750 87.50%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.6242 62.42%
Acute Oral Toxicity (c) III 0.5846 58.46%
Estrogen receptor binding + 0.8572 85.72%
Androgen receptor binding + 0.7697 76.97%
Thyroid receptor binding + 0.5907 59.07%
Glucocorticoid receptor binding + 0.7711 77.11%
Aromatase binding + 0.6064 60.64%
PPAR gamma + 0.7197 71.97%
Honey bee toxicity - 0.7243 72.43%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.8860 88.60%

Targets

Top

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 99.48% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.50% 95.56%
CHEMBL228 P31645 Serotonin transporter 97.33% 95.51%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.12% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.78% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.64% 97.25%
CHEMBL255 P29275 Adenosine A2b receptor 96.27% 98.59%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.02% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.01% 97.09%
CHEMBL222 P23975 Norepinephrine transporter 94.29% 96.06%
CHEMBL2581 P07339 Cathepsin D 94.26% 98.95%
CHEMBL238 Q01959 Dopamine transporter 93.23% 95.88%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.89% 89.00%
CHEMBL2535 P11166 Glucose transporter 90.97% 98.75%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.63% 86.92%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 87.76% 92.67%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 84.49% 85.49%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.93% 96.61%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.27% 94.23%
CHEMBL1914 P06276 Butyrylcholinesterase 81.52% 95.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.14% 97.50%

Plants that contains it

Top
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.
Tabernaemontana solanifolia

Cross-Links

Top
PubChem 163185475
LOTUS LTS0113183
wikiData Q105188388