CAS 12627-35-9: Penitrem A

Description: Penitrem A is a mycotoxin produced by certain species of fungi, particularly from the Penicillium genus. It is characterized by its complex polycyclic structure, which includes multiple fused rings and various functional groups, contributing to its biological activity. This compound is known for its neurotoxic effects, primarily affecting the central nervous system of mammals. Penitrem A has been studied for its potential to induce tremors and seizures in animals, highlighting its significance in toxicology. It is soluble in organic solvents, which facilitates its extraction from contaminated materials. Due to its toxic nature, Penitrem A poses risks in agricultural settings, particularly in relation to contaminated feed and food products. Regulatory agencies monitor its presence to ensure safety in food supplies. Research continues to explore its mechanisms of action and potential implications for human health, as well as its environmental impact. Overall, Penitrem A serves as a critical example of the importance of understanding mycotoxins in both ecological and health contexts.

Formula: C₃₇H₄₄ClNO₆

InChI: InChI=1S/C37H44ClNO6/c1-15(2)28-27(40)31-37(45-31)23(43-28)9-10-33(6)34(7)18(8-11-35(33,37)41)29-25-24-21(39-30(25)34)14-20(38)17-12-16(3)19-13-22(32(4,5)44-29)36(19,42)26(17)24/h14,18-19,22-23,27-29,31,39-42H,1,3,8-13H2,2,4-7H3/t18-,19+,22+,23-,27-,28+,29-,31+,33+,34+,35-,36+,37-/m0/s1

InChI key: InChIKey=JDUWHZOLEDOQSR-JKPSMKLGSA-N

SMILES: ClC=1C=C2NC3=C4C2=C5C1CC(=C)C6CC(C56O)C(OC4C7CCC8(O)C9%10OC%10C(O)C(OC9CCC8(C)C37C)C(=C)C)(C)C

Synonyms:

• (2R,3S,3aR,4aS,4bS,6aR,7S,7dR,8R,9aR,14bS,14cR,16aS)-12-Chloro-3,3a,6a,8,9,9a,10,11,14,14b,14c,15,16,16a-tetradecahydro-14b,14c,17,17-tetramethyl-10-methylene-2-(1-methylethenyl)-7,8-(epoxymethano)-2H,6H-cyclobuta[5,6]benz[1,2-e]oxireno[4′,4′a]-1-benzopyrano[5′,6′:6,7]indeno[1,2-b]indole-3,4b,7d(5H,7H)-triol
• (2R,3S,3aR,4aS,4bS,6aR,7S,7dR,8S,9aR,14bS,14cR,16aS)-12-chloro-14b,14c,17,17-tetramethyl-10-methylidene-2-(prop-1-en-2-yl)-3,3a,6,6a,7,8,9,9a,10,11,14,14b,14c,15,16,16a-hexadecahydro-2H,4bH-7,8-(epoxymethano)cyclobuta[5,6]benzo[1,2-e]oxireno[4',4a']chromeno[5',6':6,7]indeno[1,2-b]indole-3,4b,7d(5H)-triol
• (2R,3S,3aS,4aR,4bS,6aR,7S,8S,9aR,14bS,14cR,16aS)-12-chloro-14b,14c,17,17-tetramethyl-10-methylidene-2-(prop-1-en-2-yl)-3,3a,6,6a,7,8,9,9a,10,11,14,14b,14c,15,16,16a-hexadecahydro-2H,4bH-7,8-(epoxymethano)cyclobuta[5,6]benzo[1,2-e]oxireno[4',4a']chromeno[5',6':6,7]indeno[1,2-b]indole-3,4b,7d(5H)-triol
• 7,8-(Epoxymethano)-2H,4bH-cyclobuta[5,6]benz[1,2-e]oxireno[4′,4′a]-1-benzopyrano[5′,6′:6,7]indeno[1,2-b]indole, penitrem A deriv.
• 7,8-(Epoxymethano)-2H,6H-cyclobuta[5,6]benz[1,2-e]oxireno[4′,4′a]-1-benzopyrano[5′,6′:6,7]indeno[1,2-b]indole-3,4b,7d(5H,7H)-triol, 12-chloro-3,3a,6a,8,9,9a,10,11,14,14b,14c,15,16,16a-tetradecahydro-14b,14c,17,17-tetramethyl-10-methylene-2-(1-methylethenyl)-, (2R,3S,3aR,4aS,4bS,6aR,7S,7dR,8R,9aR,14bS,14cR,16aS)-
• 7,8-(Epoxymethano)-2H,6H-cyclobuta[5,6]benz[1,2-e]oxireno[4′,4′a]-1-benzopyrano[5′,6′:6,7]indeno[1,2-b]indole-3,4b,7d(5H,7H)-triol, 12-chloro-3,3a,6a,8,9,9a,10,11,14,14b,14c,15,16,16a-tetradecahydro-14b,14c,17,17-tetramethyl-10-methylene-2-(1-methylethenyl)-, [2R-(2α,3α,3aα,4aS*,4bβ,6aα,7α,7dβ,8β,9aβ,14bβ,14cα,16aβ)]-
• NSC 354845
• Penitrem A
• Tremortin A
• [2R-(2α,3α,3aα,4aS*,4bβ,6aα,7α,7dβ,8β,9aβ,14bβ,14cα,16aβ)]-12-Chloro-3,3a,6a,8,9,9a,10,11,14,14b,14c,15,16,16a-tetradecahydro-14b,14c,17,17-tetramethyl-10-methylene-2-(1-methylethenyl)-7,8-(epoxymethano)-2H,6H-cyclobuta[5,6]benz[1,2-e]oxireno[4′,4′a]-1-benzopyrano[5′,6′:6,7]indeno[1,2-b]indole-3,4b,7d(5H,7H)-triol

Penitrem A, Penicillium paxilli

CAS: 12627-35-9

M02244 - Penitrem A, Penicillium paxilli

• Formula: C₃₇H₄₄ClNO₆
• Purity: >90%
• Molecular weight: 634.21

Penitrem A

CAS: 12627-35-9

• Formula: C₃₇H₄₄ClNO₆
• Molecular weight: 634.20

Penitrem A from Penicillium paxilli

CAS: 12627-35-9

• Formula: C₃₇H₄₄ClNO₆
• Purity: By hplc: 97.53% (Typical Value in Batch COA)
• Color and Shape: white powder
• Molecular weight: 634.20g/mol

Penitrem A

CAS: 12627-35-9

Penitrem A is a selective antagonist of BK channel with antiproliferative and anti-invasive activities against …

• Formula: C₃₇H₄₄ClNO₆
• Purity: 98%
• Color and Shape: Solid
• Molecular weight: 634.2

Penitrem A

CAS: 12627-35-9

Penitrem A is a natural product that consists of the acetate extract from the roots …

• Purity: Min. 95%