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Cannabisin A

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 d12a4931-f770-4267-a61f-2b13900d5f34
Taxonomy Lignans, neolignans and related compounds > Arylnaphthalene lignans
IUPAC Name 1-(3,4-dihydroxyphenyl)-6,7-dihydroxy-2-N,3-N-bis[2-(4-hydroxyphenyl)ethyl]naphthalene-2,3-dicarboxamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H30N2O8/c37-23-6-1-19(2-7-23)11-13-35-33(43)26-15-22-17-29(41)30(42)18-25(22)31(21-5-10-27(39)28(40)16-21)32(26)34(44)36-14-12-20-3-8-24(38)9-4-20/h1-10,15-18,37-42H,11-14H2,(H,35,43)(H,36,44)
InChI Key CLNINZAIEQRASP-UHFFFAOYSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C34H30N2O8
Molecular Weight 594.60 g/mol
Exact Mass 594.20021592 g/mol
Topological Polar Surface Area (TPSA) 180.00 Ų
XlogP 5.10
Atomic LogP (AlogP) 4.69
H-Bond Acceptor 8
H-Bond Donor 8
Rotatable Bonds 9

Synonyms

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130508-46-2
Cannabisim-a
77H3YWR6WL
1-(3,4-dihydroxyphenyl)-6,7-dihydroxy-2-N,3-N-bis[2-(4-hydroxyphenyl)ethyl]naphthalene-2,3-dicarboxamide
1-(3,4-Dihydroxyphenyl)-6,7-dihydroxy-N2,N3-bis(2-(4-hydroxyphenyl)ethyl)-2,3-naphthalenedicarboxamide
2,3-Naphthalenedicarboxamide, 1-(3,4-dihydroxyphenyl)-6,7-dihydroxy-N,N'-bis(2-(4-hydroxyphenyl)ethyl)-
2,3-Naphthalenedicarboxamide, 1-(3,4-dihydroxyphenyl)-6,7-dihydroxy-N2,N3-bis(2-(4-hydroxyphenyl)ethyl)-
N,N'-Bis(2-(4-hydroxyphenyl)ethyl)-6,7-dihydroxy-1-(3,4-dihydroxyphenyl)naphthalene-2,3-dicarboxamide
N,N/'-Bis[2-(4-hydroxyphenyl)ethyl]-6,7-dihydroxy-1-(3,4-dihydroxyphenyl)naphthalene-2,3-dicarboxami
N,N'-Bis[2-(4-hydroxyphenyl)ethyl]-6,7-dihydroxy-1-(3,4-dihydroxyphenyl)naphthalene-2,3-dicarboxamide
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Cannabisin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9455 94.55%
Caco-2 - 0.9121 91.21%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.5733 57.33%
OATP2B1 inhibitior - 0.5744 57.44%
OATP1B1 inhibitior + 0.8996 89.96%
OATP1B3 inhibitior + 0.9435 94.35%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8361 83.61%
BSEP inhibitior + 0.9071 90.71%
P-glycoprotein inhibitior + 0.7636 76.36%
P-glycoprotein substrate + 0.7704 77.04%
CYP3A4 substrate + 0.5436 54.36%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7792 77.92%
CYP3A4 inhibition - 0.6059 60.59%
CYP2C9 inhibition - 0.8229 82.29%
CYP2C19 inhibition - 0.8489 84.89%
CYP2D6 inhibition - 0.8675 86.75%
CYP1A2 inhibition - 0.6849 68.49%
CYP2C8 inhibition + 0.9006 90.06%
CYP inhibitory promiscuity - 0.8577 85.77%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.7811 78.11%
Carcinogenicity (trinary) Non-required 0.6973 69.73%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.8920 89.20%
Skin irritation - 0.7588 75.88%
Skin corrosion - 0.9471 94.71%
Ames mutagenesis + 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7969 79.69%
Micronuclear + 0.6700 67.00%
Hepatotoxicity - 0.6725 67.25%
skin sensitisation - 0.8925 89.25%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8075 80.75%
Acute Oral Toxicity (c) III 0.6803 68.03%
Estrogen receptor binding + 0.7921 79.21%
Androgen receptor binding + 0.9106 91.06%
Thyroid receptor binding - 0.5061 50.61%
Glucocorticoid receptor binding + 0.6061 60.61%
Aromatase binding - 0.5439 54.39%
PPAR gamma + 0.8138 81.38%
Honey bee toxicity - 0.7536 75.36%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.7097 70.97%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.44% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.89% 98.95%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 94.60% 95.17%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 92.53% 92.29%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.31% 94.45%
CHEMBL4630 O14757 Serine/threonine-protein kinase Chk1 90.45% 97.03%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.69% 96.09%
CHEMBL2535 P11166 Glucose transporter 87.01% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 87.01% 94.73%
CHEMBL1944 P08473 Neprilysin 86.18% 92.63%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.01% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.94% 99.15%
CHEMBL4208 P20618 Proteasome component C5 85.70% 90.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 83.57% 94.00%
CHEMBL3230 O95977 Sphingosine 1-phosphate receptor Edg-6 83.56% 94.01%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.05% 94.00%
CHEMBL4531 P17931 Galectin-3 82.03% 96.90%
CHEMBL1255126 O15151 Protein Mdm4 81.97% 90.20%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.94% 95.50%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.71% 90.71%
CHEMBL2216739 Q92523 Carnitine O-palmitoyltransferase 1, muscle isoform 81.64% 88.33%
CHEMBL5261 Q7L7X3 Serine/threonine-protein kinase TAO1 81.62% 89.33%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 80.99% 87.67%

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.
Cannabis sativa

Cross-Links

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PubChem 15086398
LOTUS LTS0035786
wikiData Q104963656