PlantaeDB Logo
Login Sign-up

methyl (1S,14R,15Z,18S)-15-ethylidene-12-[(1S,14R,15Z)-15-ethylidene-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 023fd436-ec2c-43a1-89ec-b06d33249dbb
Taxonomy Alkaloids and derivatives > Macroline alkaloids
IUPAC Name methyl (1S,14R,15Z,18S)-15-ethylidene-12-[(1S,14R,15Z)-15-ethylidene-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(C8CC6N7CC8=CC)CO)C)NC9=CC=CC=C39)C
SMILES (Isomeric) C/C=C/1\CN2[C@H]3C[C@@H]1C(C2CC4=C3N(C5=C4C=C(C=C5)C6C[C@@H]\7[C@@H]([C@H](CC8=C6NC9=CC=CC=C89)N(C/C7=C\C)C)C(=O)OC)C)CO
InChI InChI=1S/C41H48N4O3/c1-6-22-19-43(3)36-17-30-25-10-8-9-11-33(25)42-39(30)28(15-27(22)38(36)41(47)48-5)24-12-13-34-29(14-24)31-18-35-32(21-46)26-16-37(40(31)44(34)4)45(35)20-23(26)7-2/h6-14,26-28,32,35-38,42,46H,15-21H2,1-5H3/b22-6+,23-7+/t26-,27-,28?,32?,35?,36-,37-,38-/m0/s1
InChI Key GDDCFKNGZKUROH-YVTYNHMZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C41H48N4O3
Molecular Weight 644.80 g/mol
Exact Mass 644.37264141 g/mol
Topological Polar Surface Area (TPSA) 73.70 Ų
XlogP 4.60
Atomic LogP (AlogP) 6.26
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl (1S,14R,15Z,18S)-15-ethylidene-12-[(1S,14R,15Z)-15-ethylidene-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 + 0.9696 96.96%
Caco-2 - 0.7883 78.83%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6969 69.69%
OATP2B1 inhibitior + 0.5749 57.49%
OATP1B1 inhibitior + 0.8019 80.19%
OATP1B3 inhibitior + 0.9328 93.28%
MATE1 inhibitior - 0.7896 78.96%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9956 99.56%
P-glycoprotein inhibitior + 0.8780 87.80%
P-glycoprotein substrate + 0.8101 81.01%
CYP3A4 substrate + 0.7557 75.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7220 72.20%
CYP3A4 inhibition - 0.7692 76.92%
CYP2C9 inhibition - 0.6542 65.42%
CYP2C19 inhibition - 0.7688 76.88%
CYP2D6 inhibition + 0.5631 56.31%
CYP1A2 inhibition + 0.6282 62.82%
CYP2C8 inhibition + 0.7918 79.18%
CYP inhibitory promiscuity - 0.5196 51.96%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6684 66.84%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.9377 93.77%
Skin irritation - 0.7772 77.72%
Skin corrosion - 0.9320 93.20%
Ames mutagenesis + 0.5446 54.46%
Human Ether-a-go-go-Related Gene inhibition + 0.9372 93.72%
Micronuclear + 0.6100 61.00%
Hepatotoxicity - 0.6341 63.41%
skin sensitisation - 0.8631 86.31%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.6949 69.49%
Acute Oral Toxicity (c) III 0.6168 61.68%
Estrogen receptor binding + 0.8252 82.52%
Androgen receptor binding + 0.7765 77.65%
Thyroid receptor binding + 0.5617 56.17%
Glucocorticoid receptor binding + 0.7840 78.40%
Aromatase binding + 0.5834 58.34%
PPAR gamma + 0.7095 70.95%
Honey bee toxicity - 0.7368 73.68%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9793 97.93%

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 99.53% 96.09%
CHEMBL228 P31645 Serotonin transporter 99.05% 95.51%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.71% 85.14%
CHEMBL255 P29275 Adenosine A2b receptor 97.31% 98.59%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.68% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.55% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.37% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.79% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.75% 97.09%
CHEMBL238 Q01959 Dopamine transporter 92.22% 95.88%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.63% 86.92%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.24% 89.00%
CHEMBL222 P23975 Norepinephrine transporter 89.73% 96.06%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.32% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.15% 94.45%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 87.23% 89.44%
CHEMBL2535 P11166 Glucose transporter 84.97% 98.75%
CHEMBL217 P14416 Dopamine D2 receptor 83.73% 95.62%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.52% 96.95%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 82.48% 85.49%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 81.95% 92.67%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.63% 93.00%
CHEMBL4208 P20618 Proteasome component C5 80.48% 90.00%
CHEMBL5028 O14672 ADAM10 80.44% 97.50%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.43% 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 vanheurckii

Cross-Links

Top
PubChem 101927008
LOTUS LTS0241702
wikiData Q105006665