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[(E,3R,4R,5S,6R,9S,10S)-4-acetyloxy-1-[formyl(methyl)amino]-11-[(10S,11R,13E,16S,20S,21R,22S,24Z)-16-hydroxy-10,22-dimethoxy-11,21-dimethyl-12,18-dioxo-3,7,19,27-tetraoxa-29,30,31-triazatetracyclo[24.2.1.12,5.16,9]hentriaconta-1(28),2(31),4,6(30),8,13,24,26(29)-octaen-20-yl]-10-methoxy-3,5,9-trimethylundec-1-en-6-yl] (2R)-2-methoxypropanoate

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 d09138d5-b5ff-409c-8a1b-821e8e771d21
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(E,3R,4R,5S,6R,9S,10S)-4-acetyloxy-1-[formyl(methyl)amino]-11-[(10S,11R,13E,16S,20S,21R,22S,24Z)-16-hydroxy-10,22-dimethoxy-11,21-dimethyl-12,18-dioxo-3,7,19,27-tetraoxa-29,30,31-triazatetracyclo[24.2.1.12,5.16,9]hentriaconta-1(28),2(31),4,6(30),8,13,24,26(29)-octaen-20-yl]-10-methoxy-3,5,9-trimethylundec-1-en-6-yl] (2R)-2-methoxypropanoate
SMILES (Canonical) CC1C(CC=CC2=NC(=CO2)C3=NC(=CO3)C4=NC(=CO4)C(C(C(=O)C=CCC(CC(=O)OC1CC(C(C)CCC(C(C)C(C(C)C=CN(C)C=O)OC(=O)C)OC(=O)C(C)OC)OC)O)C)OC)OC
SMILES (Isomeric) C[C@@H]1[C@H](C/C=C\C2=NC(=CO2)C3=NC(=CO3)C4=NC(=CO4)[C@H]([C@H](C(=O)/C=C/C[C@@H](CC(=O)O[C@H]1C[C@@H]([C@@H](C)CC[C@H]([C@H](C)[C@@H]([C@H](C)/C=C/N(C)C=O)OC(=O)C)OC(=O)[C@@H](C)OC)OC)O)C)OC)OC
InChI InChI=1S/C51H72N4O16/c1-29(19-20-42(71-51(61)34(6)62-9)33(5)47(69-35(7)57)30(2)21-22-55(8)28-56)43(64-11)24-44-32(4)41(63-10)17-14-18-45-52-38(26-66-45)49-54-39(27-68-49)50-53-37(25-67-50)48(65-12)31(3)40(59)16-13-15-36(58)23-46(60)70-44/h13-14,16,18,21-22,25-34,36,41-44,47-48,58H,15,17,19-20,23-24H2,1-12H3/b16-13+,18-14-,22-21+/t29-,30+,31-,32+,33-,34+,36-,41-,42+,43-,44-,47+,48-/m0/s1
InChI Key IQWXGENIKCGPFN-WXFXDICLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C51H72N4O16
Molecular Weight 997.10 g/mol
Exact Mass 996.49433222 g/mol
Topological Polar Surface Area (TPSA) 252.00 Ų
XlogP 5.50
Atomic LogP (AlogP) 7.13
H-Bond Acceptor 19
H-Bond Donor 1
Rotatable Bonds 19

Synonyms

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122752-20-9
Kabiramide C, 4-O-acetyl-21-O-de(aminocarbonyl)-23,24-didehydro-23- demethyl-4-O-demethyl-6-deoxo-25-deoxy-6-(2-methoxy-1-oxopropoxy)-25-oxo-

2D Structure

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2D Structure of [(E,3R,4R,5S,6R,9S,10S)-4-acetyloxy-1-[formyl(methyl)amino]-11-[(10S,11R,13E,16S,20S,21R,22S,24Z)-16-hydroxy-10,22-dimethoxy-11,21-dimethyl-12,18-dioxo-3,7,19,27-tetraoxa-29,30,31-triazatetracyclo[24.2.1.12,5.16,9]hentriaconta-1(28),2(31),4,6(30),8,13,24,26(29)-octaen-20-yl]-10-methoxy-3,5,9-trimethylundec-1-en-6-yl] (2R)-2-methoxypropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7838 78.38%
Caco-2 - 0.8604 86.04%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.3902 39.02%
OATP2B1 inhibitior - 0.5815 58.15%
OATP1B1 inhibitior + 0.8057 80.57%
OATP1B3 inhibitior + 0.9084 90.84%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7822 78.22%
BSEP inhibitior + 0.9863 98.63%
P-glycoprotein inhibitior + 0.7610 76.10%
P-glycoprotein substrate + 0.8125 81.25%
CYP3A4 substrate + 0.7391 73.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8837 88.37%
CYP3A4 inhibition - 0.7328 73.28%
CYP2C9 inhibition - 0.8728 87.28%
CYP2C19 inhibition - 0.8498 84.98%
CYP2D6 inhibition - 0.9129 91.29%
CYP1A2 inhibition - 0.8293 82.93%
CYP2C8 inhibition + 0.7682 76.82%
CYP inhibitory promiscuity - 0.9368 93.68%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.5295 52.95%
Eye corrosion - 0.9858 98.58%
Eye irritation - 0.9019 90.19%
Skin irritation - 0.7745 77.45%
Skin corrosion - 0.9335 93.35%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7453 74.53%
Micronuclear + 0.6900 69.00%
Hepatotoxicity + 0.6608 66.08%
skin sensitisation - 0.8769 87.69%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.5606 56.06%
Acute Oral Toxicity (c) III 0.6916 69.16%
Estrogen receptor binding + 0.7987 79.87%
Androgen receptor binding + 0.7702 77.02%
Thyroid receptor binding + 0.6298 62.98%
Glucocorticoid receptor binding + 0.7949 79.49%
Aromatase binding + 0.6335 63.35%
PPAR gamma + 0.8107 81.07%
Honey bee toxicity - 0.6326 63.26%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.8356 83.56%

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 98.71% 98.95%
CHEMBL5103 Q969S8 Histone deacetylase 10 96.38% 90.08%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.55% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.36% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.96% 96.09%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 91.20% 89.67%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.26% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.10% 85.14%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 90.10% 87.67%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.67% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.34% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.15% 93.56%
CHEMBL4015 P41597 C-C chemokine receptor type 2 87.35% 98.57%
CHEMBL1937 Q92769 Histone deacetylase 2 87.14% 94.75%
CHEMBL226 P30542 Adenosine A1 receptor 86.65% 95.93%
CHEMBL261 P00915 Carbonic anhydrase I 85.90% 96.76%
CHEMBL3401 O75469 Pregnane X receptor 85.06% 94.73%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.23% 95.89%
CHEMBL3891 P07384 Calpain 1 83.74% 93.04%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.74% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.61% 90.71%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 82.37% 95.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.37% 93.00%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.74% 98.33%
CHEMBL5028 O14672 ADAM10 80.73% 97.50%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 80.65% 93.10%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.61% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.41% 96.77%
CHEMBL3310 Q96DB2 Histone deacetylase 11 80.26% 88.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.21% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.16% 97.09%

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 6442445
LOTUS LTS0129730
wikiData Q105118678