Piericidin A - ≥95%, high purity , CAS No.2738-64-9

  • ≥95%
Item Number
P329435
Grouped product items
SKUSizeAvailabilityPrice Qty
P329435-1mg
1mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$599.90
P329435-200μg
200μg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$191.90

an antibiotic agent and a member of the Class I inhibitors that acts as an effective inhibitor of Complex I.

Basic Description

SynonymsPiericidin A | Piericidin A1 | Shaoguanmycin B | 2738-64-9 | Piericidine A | SN 198E | 8VT513UJ9R | CHEMBL272733 | 2-[(2E,5E,7E,9R,10R,11E)-10-hydroxy-3,7,9,11-tetramethyltrideca-2,5,7,11-tetraenyl]-5,6-dimethoxy-3-methyl-1H-pyridin-4-one | Piericidin | BRN 1555726 | UNII-8VT5
Specifications & Purity≥95%
SourceStreptomycessp.
Storage TempStore at -20°C
Shipped InIce chest + Ice pads
Product Description

Piericidin A is an antibiotic and a member of the Class I inhibitors. Piericidin A acts as an effective inhibitor of the bacterial and mitochondrial type I NADH-ubiquinone oxidoreductases (Complex I). As an inhibitor of NADH dehydrogenase, Piericidin A inhibits electron transfer. Research indicates that Piericidin A prevents the translocation of the NADH-induced proton in the NADH-endogenous ubiquinone reductase reaction, and that Piericidin A binds near the NUOD-NUOB interface of Complex I. Piericidin A is also known as AR-054, Shaoguanmycin B, Antibiotic MT 1882-I, SN 198E, and 2-[(2E,5E,7E,9R,10R,11E)-10-Hydroxy-3,7,9,11-tetramethyl-2,5,7,11-tridecatetraen-1-yl]-5,6-dimethoxy-3-methyl-4(1H)-pyridinone.

Product Properties

pKapKa: 5.22 (Predicted), pKa: 10.17 (Predicted)

Associated Targets(Human)

NR1H3 Tchem LXR-alpha (2891 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ACHN (49357 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HL-60 (67320 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SW480 (6023 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
U2OS (164939 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
786-0 (47912 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HeLa (62764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-231 (73002 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
IDO1 Tchem Indoleamine 2,3-dioxygenase (6650 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PRDX1 Tchem Peroxiredoxin-1 (29 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
OS-RC-2 (487 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HK-2 (249 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

MT-ND1 NADH-ubiquinone oxidoreductase chain 1 (124 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
L929 (3802 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NDUFV1 Mitochondrial complex I; NADH oxidoreductase (130 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Names and Identifiers

IUPAC Name 2-[(2E,5E,7E,9R,10R,11E)-10-hydroxy-3,7,9,11-tetramethyltrideca-2,5,7,11-tetraenyl]-5,6-dimethoxy-3-methyl-1H-pyridin-4-one
INCHI InChI=1S/C25H37NO4/c1-9-18(4)22(27)19(5)15-17(3)12-10-11-16(2)13-14-21-20(6)23(28)24(29-7)25(26-21)30-8/h9-10,12-13,15,19,22,27H,11,14H2,1-8H3,(H,26,28)/b12-10+,16-13+,17-15+,18-9+/t19-,22+/m1/s1
InChi Key BBLGCDSLCDDALX-LKGBESRRSA-N
Canonical SMILES CC=C(C)C(C(C)C=C(C)C=CCC(=CCC1=C(C(=O)C(=C(N1)OC)OC)C)C)O
Isomeric SMILES C/C=C(\C)/[C@@H]([C@H](C)/C=C(\C)/C=C/C/C(=C/CC1=C(C(=O)C(=C(N1)OC)OC)C)/C)O
WGK Germany 1
RTECS YD4588000
PubChem CID 6437838
Molecular Weight 415.57
Beilstein 1555726

Certificates

Certificate of Analysis(COA)

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4 results found

Lot NumberCertificate TypeDateItem
K2323482Certificate of AnalysisNov 10, 2023 P329435
K2323483Certificate of AnalysisNov 10, 2023 P329435
G2201484Certificate of AnalysisJun 05, 2022 P329435
G2201485Certificate of AnalysisJun 05, 2022 P329435

Chemical and Physical Properties

SolubilitySoluble in 100% ethanol, DMF, DMSO, and water (poorly).
Refractive Indexn20D1.53 (Predicted)
Flash Point(°F)185 °F
Flash Point(°C)85 °C
Boil Point(°C)~591.7° C at 760 mmHg (Predicted) (tautomer)
Melt Point(°C)220.48° C (Predicted) (tautomer)

Safety and Hazards(GHS)

Pictogram(s) GHS06
Signal Danger
Hazard Statements

H300:Fatal if swallowed

H310:Fatal in contact with skin

H330:Fatal if inhaled

Precautionary Statements

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P260:Do not breathe dust/fume/gas/mist/vapors/spray.

P284:[In case of inadequate ventilation] Wear respiratory protection.

P271:Use only outdoors or in a well-ventilated area.

P270:Do not eat, drink or smoke when using this product.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P403+P233:Store in a well-ventilated place. Keep container tightly closed.

P330:Rinse mouth.

P262:Do not get in eyes, on skin, or on clothing.

P320:Specific treatment is urgent (see ... on this label).

P361+P364:Take off immediately all contaminated clothing and wash it before reuse.

P301+P316:IF SWALLOWED: Get emergency medical help immediately.

P316:Get emergency medical help immediately.

WGK Germany 1
RTECS YD4588000
RIDADR NA1993/PGIII

Related Documents

Citations of This Product

1. Rui Miao, Cong Jiang, Winston Y. Chang, Haiwei Zhang, Jinsu An, Felicia Ho, Pengcheng Chen, Han Zhang, Caroline Junqueira, Dulguun Amgalan, Felix G. Liang, Junbing Zhang, Charles L. Evavold, Iva Hafner-Bratkovič, Zhibin Zhang, Pietro Fontana, Shiyu Xia, Markus Waldeck-Weiermair, Youdong Pan, Thomas Michel, Liron Bar-Peled, Hao Wu, Jonathan C. Kagan, Richard N. Kitsis, Peng Zhang, Xing Liu, Judy Lieberman.  (2023)  Gasdermin D permeabilization of mitochondrial inner and outer membranes accelerates and enhances pyroptosis.  IMMUNITY,  56  (15): (2523-2541.e8).  [PMID:37924812]

References

1. Rui Miao, Cong Jiang, Winston Y. Chang, Haiwei Zhang, Jinsu An, Felicia Ho, Pengcheng Chen, Han Zhang, Caroline Junqueira, Dulguun Amgalan, Felix G. Liang, Junbing Zhang, Charles L. Evavold, Iva Hafner-Bratkovič, Zhibin Zhang, Pietro Fontana, Shiyu Xia, Markus Waldeck-Weiermair, Youdong Pan, Thomas Michel, Liron Bar-Peled, Hao Wu, Jonathan C. Kagan, Richard N. Kitsis, Peng Zhang, Xing Liu, Judy Lieberman.  (2023)  Gasdermin D permeabilization of mitochondrial inner and outer membranes accelerates and enhances pyroptosis.  IMMUNITY,  56  (15): (2523-2541.e8).  [PMID:37924812]

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