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Grassypeptolide

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 8009298a-83ba-4592-8014-8740d5766da4
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name (2R,5R,9R,12S,18S,21S,24R,25R,28R,31R,34R)-9,21-dibenzyl-2-ethyl-28-[(1R)-1-hydroxyethyl]-10,19,24,25,32-pentamethyl-31-(2-methylpropyl)-18-propan-2-yl-22-oxa-7,36-dithia-3,10,16,19,26,29,32,37,38-nonazatetracyclo[32.2.1.15,8.012,16]octatriaconta-1(37),8(38)-diene-4,11,17,20,23,27,30,33-octone
SMILES (Canonical) CCC1C2=NC(CS2)C(=O)N(C(C(=O)NC(C(=O)NC(C(C(=O)OC(C(=O)N(C(C(=O)N3CCCC3C(=O)N(C(C4=NC(CS4)C(=O)N1)CC5=CC=CC=C5)C)C(C)C)C)CC6=CC=CC=C6)C)C)C(C)O)CC(C)C)C
SMILES (Isomeric) CC[C@@H]1C2=N[C@@H](CS2)C(=O)N([C@@H](C(=O)N[C@@H](C(=O)N[C@@H]([C@H](C(=O)O[C@H](C(=O)N([C@H](C(=O)N3CCC[C@H]3C(=O)N([C@@H](C4=N[C@@H](CS4)C(=O)N1)CC5=CC=CC=C5)C)C(C)C)C)CC6=CC=CC=C6)C)C)[C@@H](C)O)CC(C)C)C
InChI InChI=1S/C56H79N9O10S2/c1-12-38-50-60-40(30-76-50)52(70)62(9)42(26-31(2)3)48(68)61-45(35(8)66)49(69)57-34(7)33(6)56(74)75-44(28-37-22-17-14-18-23-37)54(72)64(11)46(32(4)5)55(73)65-25-19-24-41(65)53(71)63(10)43(27-36-20-15-13-16-21-36)51-59-39(29-77-51)47(67)58-38/h13-18,20-23,31-35,38-46,66H,12,19,24-30H2,1-11H3,(H,57,69)(H,58,67)(H,61,68)/t33-,34-,35-,38-,39+,40+,41+,42-,43-,44+,45-,46+/m1/s1
InChI Key KUUZFDUZAFJFSJ-IHTUVIFUSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C56H79N9O10S2
Molecular Weight 1102.40 g/mol
Exact Mass 1101.53913210 g/mol
Topological Polar Surface Area (TPSA) 290.00 Ų
XlogP 6.50
Atomic LogP (AlogP) 3.50
H-Bond Acceptor 14
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

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DTXSID901047216
RefChem:922498
DTXCID701528830
(3R,4Z,7R,10R,11Z,14R,17R,20R,23R,24R,27S,30S,35aS)-3,27-dibenzyl-10-ethyl-20-((R)-1-hydroxyethyl)-17-isobutyl-30-isopropyl-2,16,23,24,29-pentamethyl-2,3,9,10,16,17,19,20,23,24,29,30,33,34,35,35a-hexadecahydro-1H,6H,13H,27H-4,7:11,14-di(azeno)pyrrolo(1,2-g)(1)oxa(13,20)dithia(4,7,10,17,24,27,30)heptaazacyclotritriacontin-1,8,15,18,21,25,28,31(7H,14H,22H)-octaone
Grassypeptolide
(3R,7R,10R,14R,17R,20R,23R,24R,27S,30S,35aS)-3,27-dibenzyl-10-ethyl-20-[(1R)-1-hydroxyethyl]-2,16,23,24,29-pentamethyl-17-(2-methylpropyl)-30-(propan-2-yl)hexadecahydro-1H,6H,13H,27H-7,4:14,11-di(azeno)pyrrolo[1,2-g][1,13,20,4,7,10,17,24,27,30]oxadithiaheptaazacyclotritriacontine-1,8,15,18,21,25,28,31(7H,14H,22H)-octone
SCHEMBL29886538
CHEBI:65980
GLXC-15338
Q27134480
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Grassypeptolide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8144 81.44%
Caco-2 - 0.8629 86.29%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Lysosomes 0.4617 46.17%
OATP2B1 inhibitior - 0.8564 85.64%
OATP1B1 inhibitior + 0.8278 82.78%
OATP1B3 inhibitior + 0.9146 91.46%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9541 95.41%
P-glycoprotein inhibitior + 0.7487 74.87%
P-glycoprotein substrate + 0.8506 85.06%
CYP3A4 substrate + 0.7224 72.24%
CYP2C9 substrate - 0.5858 58.58%
CYP2D6 substrate - 0.8023 80.23%
CYP3A4 inhibition - 0.7640 76.40%
CYP2C9 inhibition - 0.7525 75.25%
CYP2C19 inhibition - 0.7021 70.21%
CYP2D6 inhibition - 0.8720 87.20%
CYP1A2 inhibition - 0.8703 87.03%
CYP2C8 inhibition + 0.7014 70.14%
CYP inhibitory promiscuity - 0.9409 94.09%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.6031 60.31%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.9006 90.06%
Skin irritation - 0.7628 76.28%
Skin corrosion - 0.9186 91.86%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6715 67.15%
Micronuclear + 0.7800 78.00%
Hepatotoxicity + 0.6625 66.25%
skin sensitisation - 0.8461 84.61%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.9087 90.87%
Acute Oral Toxicity (c) III 0.6276 62.76%
Estrogen receptor binding + 0.7865 78.65%
Androgen receptor binding + 0.7506 75.06%
Thyroid receptor binding + 0.6514 65.14%
Glucocorticoid receptor binding + 0.7365 73.65%
Aromatase binding + 0.6274 62.74%
PPAR gamma + 0.8092 80.92%
Honey bee toxicity - 0.7580 75.80%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9763 97.63%

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
CHEMBL2581 P07339 Cathepsin D 99.71% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.45% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.36% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.10% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.00% 97.25%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 96.00% 97.64%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.58% 95.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 94.31% 90.08%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.19% 86.33%
CHEMBL1902 P62942 FK506-binding protein 1A 92.03% 97.05%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 90.80% 82.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.09% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.72% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.57% 99.23%
CHEMBL1949 P62937 Cyclophilin A 88.25% 98.57%
CHEMBL333 P08253 Matrix metalloproteinase-2 87.08% 96.31%
CHEMBL1978 P11511 Cytochrome P450 19A1 85.16% 91.76%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.40% 93.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.98% 91.11%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.78% 93.03%
CHEMBL4588 P22894 Matrix metalloproteinase 8 82.25% 94.66%
CHEMBL4447 Q9Y337 Kallikrein 5 82.17% 87.50%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.10% 90.71%
CHEMBL3524 P56524 Histone deacetylase 4 81.77% 92.97%
CHEMBL5203 P33316 dUTP pyrophosphatase 81.38% 99.18%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.89% 95.89%
CHEMBL255 P29275 Adenosine A2b receptor 80.51% 98.59%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 80.17% 95.00%

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.
There are no matching plants.

Cross-Links

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PubChem 24809132
LOTUS LTS0220223
wikiData Q27134480