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Didemnin B

HCID 122651
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Grundinformationen

CAS
77327-05-0
Standard-SMILES
CC[C@H](C)[C@H]1NC(=O)[C@@H](NC(=O)[C@@H](CC(C)C)N(C)C(=O)[C@@H]2CCCN2C(=O)[C@H](C)O)[C@@H](C)OC(=O)[C@H](Cc2ccc(OC)cc2)N(C)C(=O)[C@@H]2CCCN2C(=O)[C@H](CC(C)C)NC(=O)[C@@H](C)C(=O)[C@H](C(C)C)OC(=O)C[C@@H]1O
InChIKey
KYHUYMLIVQFXRI-SJPGYWQQSA-N
Summenformel
C57H89N7O15
Durchschnittliche Molmasse
1.112,4 g/mol
Monoisotopische Masse
1.111,64166516

Überblick

Didemnin B is a natural product found particularly in Lyngbya majuscula and Trididemnum solidum. It has a role as a metabolite.

Namen und Bezeichner

Bevorzugter Name
Didemnin B
IUPAC
(2S)-N-[(2R)-1-[[(3S,6S,8S,12S,13R,16S,17R,20S,23S)-13-[(2S)-butan-2-yl]-12-hydroxy-20-[(4-methoxyphenyl)methyl]-6,17,21-trimethyl-3-(2-methylpropyl)-2,5,7,10,15,19,22-heptaoxo-8-propan-2-yl-9,18-dioxa-1,4,14,21-tetrazabicyclo[21.3.0]hexacosan-16-yl]amino]-4-methyl-1-oxopentan-2-yl]-1-[(2S)-2-hydroxypropanoyl]-N-methylpyrrolidine-2-carboxamide
Englischer Name
Didemnin B
Summenformel
C57H89N7O15
Molmasse
1112.36

Namen und Synonyme

Didemnin B77327-05-0OR65D8FK1BNSC-325319(2S)-N-[(2R)-1-[[(3S,6S,8S,12S,13R,16S,17R,20S,23S)-13-[(2S)-butan-2-yl]-12-hydroxy-20-[(4-methoxyphenyl)methyl]-6,17,21-trimethyl-3-(2-methylpropyl)-2,5,7,10,15,19,22-heptaoxo-8-propan-2-yl-9,18-dioxa-1,4,14,21-tetrazabicyclo[21.3.0]hexacosan-16-yl]amino]-4-methyl-1-oxopentan-2-yl]-1-[(2S)-2-hydroxypropanoyl]-N-methylpyrrolidine-2-carboxamideDidemnin A, N-(1-(2-hydroxy-1-oxopropyl)-L-prolyl)-, (S)-DTXSID80228068NSC-333841NSC325319NSC333841(2S)-N-((2R)-1-(((3S,6S,8S,12S,13R,16S,17R,20S,23S)-13-((2S)-butan-2-yl)-12-hydroxy-20-((4-methoxyphenyl)methyl)-6,17,21-trimethyl-3-(2-methylpropyl)-2,5,7,10,15,19,22-heptaoxo-8-propan-2-yl-9,18-dioxa-1,4,14,21-tetrazabicyclo(21.3.0)hexacosan-16-yl)amino)-4-methyl-1-oxopentan-2-yl)-1-((2S)-2-hydroxypropanoyl)-N-methylpyrrolidine-2-carboxamideRefChem:586920
Weitere Namen anzeigen
Didemnin A, N-[1-[(2S)-2-hydroxy-1-oxopropyl]-L-prolyl]-

Eigenschaften

Berechnete Struktureigenschaften

XLogP
5,5
Polarare Oberfläche (TPSA)
288 Ų
H-Brücken-Donoren
5
H-Brücken-Akzeptoren
15
Frei drehbare Bindungen
15
Schwere Atome
79
Formalladung
0
Komplexität
2.150

Experimentelle und physikochemische Eigenschaften

Solubility · 6 Einträge

H2O < 0.1 (mg/mL)

CH3OH > 100 (mg/mL)

CHCL3 > 100 (mg/mL)

DMSO > 100 (mg/mL)

C2H5OH > 100 (mg/mL)

CH2Cl2 > 100 (mg/mL)

Stability/Shelf Life · 1 Eintrag

Bulk: As a bulk chemical, didemnin B is found to be stable at 25 ± 2 °C for 3 weeks. At the end of 4 weeks, approximately 2% decomposition has occurred. When stored at 45 °C, didemnin B appeared stable for 2 weeks; after this time, it slowly decomposed to an approximate 7% loss at the end of 4 weeks (HPLC). Solution: As a 6 mg/mL 50% aqueous ethanol solution at room temperature (25 ± 2 °C) didemnin B appeared stable for at least 26 hours (HPLC).

Physikochemische Eigenschaften

Siedepunkt
821.94 °C · 821.94°C (rough estimate)
Dichte
1.0596 · 1.0596 (rough estimate)
Brechungsindex
1.691 · 1.6910 (estimate)
storage temp.
-20 °C · Store at -20°C
Löslichkeit
1 mg/ml · Acetonitrile: 1 mg/ml

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

Toxikologische Informationen

Toxicity Data · 3 Einträge

Rat(iv): LD50: 860 p.g/kg

Mouse(iv): LD50: 1530 p.g/kg

Dog (iv): LD50: 418 g/kg

Sicherheitsdaten

wgk
WGK 3
Speicherklasse
11 - Combustible Solids

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological Classification · 4 Einträge

Substances that prevent infectious agents or organisms from spreading or kill infectious agents in order to prevent the spread of infection.

Substances that inhibit or prevent the proliferation of NEOPLASMS.

Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly.

Agents that suppress immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-CELLS or by inhibiting the activation of HELPER CELLS. While immunosuppression has been brought about in the past primarily to prevent rejection of transplanted organs, new applications involving mediation of the effects of INTERLEUKINS and other CYTOKINES are emerging.

Anbieter44 Anbieter

陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
武汉敬康恩生物医药科技有限公司13720134139 086-15871494362 13720134139 · [email protected]
湖北海克斯生化有限公司17362916295; 17362916295 · [email protected]
上海遐瑞医药科技有限公司+86-021-61551413 · [email protected]
湖北海克斯生化有限公司18696113233 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]

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N-(L-Lac-L-Pro-N-Methyl-D-Leu-)cyclo[L-Thr*-[(3S,4R)-3-hydroxy-4-[(S)-1-methylpropyl]-γAbu-]-[(2S,4S)-4-hydroxy*-2,5-dimethyl-3-oxohexanoyl]-L-Leu-L-Pro-N,O-dimethyl-L-Tyr-]
CHEBI:90209DTXCID0015055915H-Pyrrolol(2,1-f)(1,15,4,7,10,20)dioxatetraazacyclotri-cosine, Cyclic Peptide Deriv.(1R)-N-((2R)-1-(((3S,6S,8S,12S,13R,16S,17R,20S,23S)-13-((2S)-butan-2-yl)-12-hydroxy-20-((4-methoxyphenyl)methyl)-6,17,21-trimethyl-3-(2-methylpropyl)-2,5,7,10,15,19,22-heptaoxo-8-propan-2-yl-9,18-dioxa-1,4,14,21-tetrazabicyclo(21.3.0)hexacosan-16-yl)amino)-4-methyl-1-oxopentan-2-yl)-2-((2S)-2-hydroxypropanoyl)-N-methylcyclopentane-1-carboxamide(2S)-N-((2R)-1-(((3S,6S,8R,12S,13R,16S,17R,20S,23S)-20-benzyl-13-((2S)-butan-2-yl)-12-hydroxy-6,17,21-trimethyl-3-(2-methylpropyl)-2,5,7,10,15,19,22-heptaoxo-8-propan-2-yl-9,18-dioxa-1,4,14,21-tetrazabicyclo(21.3.0)hexacosan-16-yl)amino)-4-methyl-1-oxopentan-2-yl)-1-((2S)-2-hydroxypropanoyl)-N-methylpyrrolidine-2-carboxamideL-Tyrosine, N-(1-(N-(4-((3-Hydroxy-4-((N-(N-(1-(2-hydroxy-1-oxopropyl)-L-prolyl)-N-methyl-L-leucyl)-L-threonyl)amino)-5-methyl-1-oxoheptyl)oxy)-2,5-dimethyl-1,3-dioxohexyl)-L-leucyl)-L-prolyl)-N,O-dimethyl-, phi-lactoneN-((2R)-1-(((3S,6S,8S,12S,13R,16S,17R,20S)-13-((2S)-butan-2-yl)-20-((4-methoxyphenyl)methyl)-6,12,17,21-tetramethyl-3-(2-methylpropyl)-2,5,7,10,15,19,22-heptaoxo-8-propan-2-yl-9,18-dioxa-1,4,14,21-tetrazabicyclo(21.3.0)hexacosan-16-yl)amino)-4-methyl-1-oxopentan-2-yl)-1-(2-hydroxypropanoyl)-N-methylpyrrolidine-2-carboxamideN-((2R)-1-(((3S,6S,8S,12S,13R,16S,17R,20S,23S)-13-((2S)-butan-2-yl)-12-hydroxy-20-((4-methoxyphenyl)methyl)-6,17,21-trimethyl-3-(2-methylpropyl)-2,5,7,10,15,19,22-heptaoxo-8-propan-2-yl-9,18-dioxa-1,4,14,21-tetrazabicyclo(21.3.0)hexacosan-16-yl)amino)-4-methyl-1-oxopentan-2-yl)-1-(2-hydroxypropanoyl)-N-methylpyrrolidine-2-carboxamide

Datenbank-Bezeichner

CAS
77327-05-0
PubChem CID
122651
DTXSID
DTXSID80228068
ChEMBL
CHEMBL2304286、CHEMBL414042
ChEBI
CHEBI:68856
UNII
OR65D8FK1B
Aggregatzustand
A crystalline solid
pka
11.28 · 11.28±0.70(Predicted)
Farbe
White to off-white
InChIKey
KYHUYMLIVQFXRI-ZXUAQBDUNA-N
Aladdin Scientific[email protected]
Nantong HI-FUTURE Biology Co., Ltd.+86-18051384581 · [email protected]
湖北辰心化工有限公司18696113233 · [email protected]
湖南瑞威尔生物科技有限公司18627957289 18173226957 · [email protected]
江西瑞威尔生物科技有限公司18502728206 · [email protected]
湖北威德利化学试剂有限公司17771473825 13385289472 · [email protected]
欧利希(湖北)医药科技有限公司17316404525 17316404525 · [email protected]
上海辅欣医药科技有限公司021-50872116 13391048226 · [email protected]
Wuhan Jingkang en Biomedical Technology Co., Ltd+86-0086-13720134139 · [email protected]
四川省维克奇生物科技有限公司028-81700200 18116577057 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
台州市科德化工有限公司0576-84613060 13093829633;13736603231 · [email protected]
上海蓓琅生物科技有限公司17764003753 · [email protected]
上海昕凯医药科技有限公司21-619849051-1 18521059765 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
上海皓之翔生物科技有限公司(原上海拓青化工有限公司)526763801 13301653310 · [email protected]
Henan Alfa Chemical Co., Ltd+8618339805032 · [email protected]
湖南瑞威尔生物科技有限公司19359985961 · [email protected]
湖北魏氏化学试剂股份有限公司13125137732 18686406941 · [email protected]
湖北辰心化工有限公司17362916295 · [email protected]
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]
湖北万业众诚化学试剂有限责任公司18671296875 · [email protected]
上海德加源生物科技有限公司18301711315 18301711315 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
上海临卡生物科技有限公司18301977208 · [email protected]
威尔曼医药集团有限公司15807197853 18971451745 · [email protected]
河南天孚化工有限公司+86-0371-55170693 +86-19937530512 · [email protected]
长沙福臻生物科技有限公司15111215862 18229892877 · [email protected]
TargetMol中国(陶术生物)4008200310 15002144251 · [email protected]
Shanghai Minbiotech Co., Ltd.+8617315815539 · [email protected]
BOC Sciences+1-631-485-4226 · [email protected]
ChemeGen 中国18818260767 · [email protected]
铭龙(咸宁)医药有限公司186-7296-9259 18771307593 · [email protected]
上海研纯生物医药科技有限公司4001-009266 17349750668 · [email protected]
上海阿摩尔生物科技有限公司13370042665 18916960931 · [email protected]
上海微岭生物科技有限公司021-13917490980 13917490980 · [email protected]
AFINE CHEMICALS LIMITED+86-571-85134551 +86-18958018566 · [email protected]

Ergänzende Hinweise

DefinitionChEBI: A natural product found particularly in Lyngbya majuscula and Trididemnum solidum.