PlantaeDB Logo
Login Sign-up

Graphiumin 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

Top
Internal ID 08bad451-f38b-4a37-9e78-17d4f02730b3
Taxonomy Organoheterocyclic compounds > Diazinanes > Piperazines > Thiodioxopiperazines > Epipolythiodioxopiperazines
IUPAC Name [(1R,4S,5S,12R,15S,16S)-16-[(3S)-3-hydroxyoctanoyl]oxy-2,13-dioxo-8,19-dioxa-23,24-dithia-3,14-diazahexacyclo[10.10.2.01,14.03,12.04,10.015,21]tetracosa-6,9,17,20-tetraen-5-yl] (3S)-3-hydroxyoctanoate
SMILES (Canonical) CCCCCC(CC(=O)OC1C=COC=C2C1N3C(=O)C45CC6=COC=CC(C6N4C(=O)C3(C2)SS5)OC(=O)CC(CCCCC)O)O
SMILES (Isomeric) CCCCC[C@@H](CC(=O)O[C@H]1C=COC=C2[C@@H]1N3C(=O)[C@]45CC6=COC=C[C@@H]([C@H]6N4C(=O)[C@@]3(C2)SS5)OC(=O)C[C@H](CCCCC)O)O
InChI InChI=1S/C34H44N2O10S2/c1-3-5-7-9-23(37)15-27(39)45-25-11-13-43-19-21-17-33-32(42)36-30-22(18-34(36,48-47-33)31(41)35(33)29(21)25)20-44-14-12-26(30)46-28(40)16-24(38)10-8-6-4-2/h11-14,19-20,23-26,29-30,37-38H,3-10,15-18H2,1-2H3/t23-,24-,25-,26-,29-,30-,33+,34+/m0/s1
InChI Key KSMQCJNGMSYVJZ-SJQRTZAESA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C34H44N2O10S2
Molecular Weight 704.90 g/mol
Exact Mass 704.24373795 g/mol
Topological Polar Surface Area (TPSA) 203.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 4.33
H-Bond Acceptor 12
H-Bond Donor 2
Rotatable Bonds 14

Synonyms

Top
[(1R,4S,5S,12R,15S,16S)-16-[(3S)-3-hydroxyoctanoyl]oxy-2,13-dioxo-8,19-dioxa-23,24-dithia-3,14-diazahexacyclo[10.10.2.01,14.03,12.04,10.015,21]tetracosa-6,9,17,20-tetraen-5-yl] (3S)-3-hydroxyoctanoate
((1R,4S,5S,12R,15S,16S)-16-((3S)-3-hydroxyoctanoyl)oxy-2,13-dioxo-8,19-dioxa-23,24-dithia-3,14-diazahexacyclo(10.10.2.01,14.03,12.04,10.015,21)tetracosa-6,9,17,20-tetraen-5-yl) (3S)-3-hydroxyoctanoate
(1R,4S,5S,12R,15S,16S)-16-(((3S)-3-hydroxyoctanoyl)oxy)-2,13-dioxo-8,19-dioxa-23,24-dithia-3,14-diazahexacyclo(10.10.2.0,.0,.0,.0,)tetracosa-6,9,17,20-tetraen-5-yl (3S)-3-hydroxyoctanoic acid
(1R,4S,5S,12R,15S,16S)-16-{[(3S)-3-hydroxyoctanoyl]oxy}-2,13-dioxo-8,19-dioxa-23,24-dithia-3,14-diazahexacyclo[10.10.2.0,.0,.0,.0,]tetracosa-6,9,17,20-tetraen-5-yl (3S)-3-hydroxyoctanoic acid
RefChem:144344
CHEBI:212490

2D Structure

Top
2D Structure of Graphiumin A

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8978 89.78%
Caco-2 - 0.8494 84.94%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.5246 52.46%
OATP2B1 inhibitior - 0.8580 85.80%
OATP1B1 inhibitior + 0.8649 86.49%
OATP1B3 inhibitior + 0.9357 93.57%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8072 80.72%
BSEP inhibitior + 0.9644 96.44%
P-glycoprotein inhibitior + 0.7746 77.46%
P-glycoprotein substrate + 0.5718 57.18%
CYP3A4 substrate + 0.6740 67.40%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8432 84.32%
CYP3A4 inhibition - 0.6824 68.24%
CYP2C9 inhibition - 0.7217 72.17%
CYP2C19 inhibition - 0.6622 66.22%
CYP2D6 inhibition - 0.8661 86.61%
CYP1A2 inhibition - 0.7531 75.31%
CYP2C8 inhibition - 0.7293 72.93%
CYP inhibitory promiscuity - 0.6465 64.65%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5328 53.28%
Eye corrosion - 0.9817 98.17%
Eye irritation - 0.9136 91.36%
Skin irritation - 0.7472 74.72%
Skin corrosion - 0.9119 91.19%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3966 39.66%
Micronuclear + 0.8200 82.00%
Hepatotoxicity + 0.5803 58.03%
skin sensitisation - 0.8303 83.03%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.7452 74.52%
Acute Oral Toxicity (c) III 0.5817 58.17%
Estrogen receptor binding + 0.8584 85.84%
Androgen receptor binding + 0.7682 76.82%
Thyroid receptor binding + 0.5268 52.68%
Glucocorticoid receptor binding + 0.6355 63.55%
Aromatase binding + 0.5228 52.28%
PPAR gamma + 0.6731 67.31%
Honey bee toxicity - 0.8565 85.65%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5419 54.19%
Fish aquatic toxicity + 0.9869 98.69%

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 98.63% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.25% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.41% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.18% 94.45%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 89.42% 97.29%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.25% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 88.96% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.91% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.97% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.56% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.65% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.89% 86.33%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.80% 97.21%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.24% 100.00%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 81.76% 91.81%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 81.67% 85.94%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.99% 97.50%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.78% 98.33%
CHEMBL5255 O00206 Toll-like receptor 4 80.70% 92.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.67% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.60% 89.00%

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.
There are no matching plants.

Cross-Links

Top
PubChem 139587144
LOTUS LTS0109967
wikiData Q77559009