PlantaeDB Logo
Login Sign-up

Cannabisin E

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 f06566ae-d5f0-4514-9f59-edc196316cf3
Taxonomy Lignans, neolignans and related compounds
IUPAC Name (2R,3R)-3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-2-[4-[(E)-3-[2-(4-hydroxyphenyl)ethylamino]-3-oxoprop-1-enyl]-2-methoxyphenoxy]propanamide
SMILES (Canonical) COC1=C(C=CC(=C1)C=CC(=O)NCCC2=CC=C(C=C2)O)OC(C(C3=CC(=C(C=C3)O)OC)O)C(=O)NCCC4=CC=C(C=C4)O
SMILES (Isomeric) COC1=C(C=CC(=C1)/C=C/C(=O)NCCC2=CC=C(C=C2)O)O[C@H]([C@@H](C3=CC(=C(C=C3)O)OC)O)C(=O)NCCC4=CC=C(C=C4)O
InChI InChI=1S/C36H38N2O9/c1-45-31-22-26(9-14-29(31)41)34(43)35(36(44)38-20-18-24-5-12-28(40)13-6-24)47-30-15-7-25(21-32(30)46-2)8-16-33(42)37-19-17-23-3-10-27(39)11-4-23/h3-16,21-22,34-35,39-41,43H,17-20H2,1-2H3,(H,37,42)(H,38,44)/b16-8+/t34-,35-/m1/s1
InChI Key RMSITXIMTOOGNZ-IYFCKDFNSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C36H38N2O9
Molecular Weight 642.70 g/mol
Exact Mass 642.25773079 g/mol
Topological Polar Surface Area (TPSA) 167.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.03
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 15

Synonyms

Top
CHEBI:182966
DTXSID801019066
C17909
(2R,3R)-3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-2-[4-[(E)-3-[2-(4-hydroxyphenyl)ethylamino]-3-oxoprop-1-enyl]-2-methoxyphenoxy]propanamide
163136-16-1

2D Structure

Top
2D Structure of Cannabisin E

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9006 90.06%
Caco-2 - 0.8496 84.96%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7335 73.35%
OATP2B1 inhibitior + 0.7158 71.58%
OATP1B1 inhibitior + 0.8921 89.21%
OATP1B3 inhibitior + 0.9463 94.63%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8838 88.38%
BSEP inhibitior + 0.9722 97.22%
P-glycoprotein inhibitior + 0.8207 82.07%
P-glycoprotein substrate + 0.8050 80.50%
CYP3A4 substrate + 0.6378 63.78%
CYP2C9 substrate - 0.8078 80.78%
CYP2D6 substrate - 0.7913 79.13%
CYP3A4 inhibition - 0.5394 53.94%
CYP2C9 inhibition - 0.7982 79.82%
CYP2C19 inhibition - 0.7660 76.60%
CYP2D6 inhibition - 0.8755 87.55%
CYP1A2 inhibition - 0.8389 83.89%
CYP2C8 inhibition + 0.8779 87.79%
CYP inhibitory promiscuity - 0.7880 78.80%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.8511 85.11%
Carcinogenicity (trinary) Non-required 0.7174 71.74%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9278 92.78%
Skin irritation - 0.7914 79.14%
Skin corrosion - 0.9408 94.08%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8210 82.10%
Micronuclear + 0.7200 72.00%
Hepatotoxicity - 0.7005 70.05%
skin sensitisation - 0.9062 90.62%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.9335 93.35%
Acute Oral Toxicity (c) III 0.8075 80.75%
Estrogen receptor binding + 0.7685 76.85%
Androgen receptor binding + 0.8056 80.56%
Thyroid receptor binding + 0.5988 59.88%
Glucocorticoid receptor binding + 0.7124 71.24%
Aromatase binding - 0.5932 59.32%
PPAR gamma + 0.7363 73.63%
Honey bee toxicity - 0.7999 79.99%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity - 0.4655 46.55%

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
CHEMBL2581 P07339 Cathepsin D 98.12% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.53% 96.09%
CHEMBL5261 Q7L7X3 Serine/threonine-protein kinase TAO1 97.13% 89.33%
CHEMBL1255126 O15151 Protein Mdm4 97.08% 90.20%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.25% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.49% 96.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.46% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.41% 91.11%
CHEMBL2535 P11166 Glucose transporter 94.62% 98.75%
CHEMBL4208 P20618 Proteasome component C5 94.05% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.00% 86.33%
CHEMBL5701 Q9H2K8 Serine/threonine-protein kinase TAO3 93.90% 96.67%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 91.63% 96.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.34% 95.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.54% 95.89%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 89.81% 92.29%
CHEMBL236 P41143 Delta opioid receptor 87.77% 99.35%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.75% 90.71%
CHEMBL2413 P32246 C-C chemokine receptor type 1 87.63% 89.50%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.11% 97.21%
CHEMBL3194 P02766 Transthyretin 86.74% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.65% 89.00%
CHEMBL4630 O14757 Serine/threonine-protein kinase Chk1 85.32% 97.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.47% 95.56%
CHEMBL268 P43235 Cathepsin K 81.79% 96.85%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.75% 85.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.35% 85.14%

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.
Cannabis sativa
Dorstenia mannii

Cross-Links

Top
PubChem 71448966
LOTUS LTS0005345
wikiData Q104998081