Bongkrek suan

Bongkrek suan
Hō-miâ
	Iu-sian ê IUPAC hō-miâ (2E,4Z,6R,8Z,10E,14E,17S,18E,20Z)-20-(Carboxymethyl)-6-methoxy-2,5,17-trimethyldocosa-2,4,8,10,14,18,20-heptaenedioic acid
	Kî-tha hō-miâ Bongkrekic acid; Bongkrekik acid
Sek-pia̍t-hō
CAS Number	11076-19-0 ;
3D model (JSmol)	Interactive image; Interactive image;
ChEBI	CHEBI:77742 ;
ChemSpider	4938689 (2E,4E,8E,10E,14E,18E,20E) ; 4529223 (2E,4Z,8Z,10E,14E,18E,20Z) ; 23764 (6R,17S) ; 2329 () ;
MeSH	Bongkrekic+acid
PubChem CID	25463 (6R,17S); 2423 ();
UNII	L7V4I673D2 ;
	InChI InChI=1S/C28H38O7/c1-21(15-18-24(19-26(29)30)20-27(31)32)13-11-9-7-5-6-8-10-12-14-25(35-4)22(2)16-17-23(3)28(33)34/h6,8-12,15-19,21,25H,5,7,13-14,20H2,1-4H3,(H,29,30)(H,31,32)(H,33,34) Key: SHCXABJSXUACKU-UHFFFAOYSA-N ; InChI=1/C28H38O7/c1-21(15-18-24(19-26(29)30)20-27(31)32)13-11-9-7-5-6-8-10-12-14-25(35-4)22(2)16-17-23(3)28(33)34/h6,8-12,15-19,21,25H,5,7,13-14,20H2,1-4H3,(H,29,30)(H,31,32)(H,33,34)/b8-6+,11-9+,12-10-,18-15+,22-16-,23-17+,24-19+/t21-,25+/m0/s1 Key: SHCXABJSXUACKU-WUTQZGRKBG; InChI=1S/C28H38O7/c1-21(15-18-24(19-26(29)30)20-27(31)32)13-11-9-7-5-6-8-10-12-14-25(35-4)22(2)16-17-23(3)28(33)34/h6,8-12,15-19,21,25H,5,7,13-14,20H2,1-4H3,(H,29,30)(H,31,32)(H,33,34)/b8-6+,11-9+,12-10-,18-15+,22-16-,23-17+,24-19+/t21-,25+/m0/s1 Key: SHCXABJSXUACKU-WUTQZGRKSA-N;
	SMILES COC(CC=CC=CCCC=CCC(C)C=CC(CC(O)=O)=CC(O)=O)C(C)=CC=C(C)C(O)=O; O=C(O)\C(=C\C=C(\C)[C@H](OC)C/C=C\C=C\CC/C=C/C[C@@H](/C=C/C(=C\C(=O)O)CC(=O)O)C)C;
Sèng-chit
Hòa-ha̍k-sek	C28H38O7
Mole chit-liōng	486.61 g·mol−1
Gōa-māu	Bô-bī hâm bô-sik
Iûⁿ-tiám	50 to 60 °C (122 to 140 °F; 323 to 333 K)
	Tû-liáu te̍k-pia̍t chí chhut, chu-liāu sī kun-kù bu̍t-chit ê piau-chún chōng-thài (tī 25 °C [77 °F], 100 kPa).
	cha-chèng ( sī siáⁿ ?)
	Infobox chham-chiàu

Bongkrek suan (Bongkrek acid; iah-koh kiò-tsò "bongkrekic sng"^[1]; Bí kànn kún suan (米酵菌酸), İâ sú kún suan (椰黍菌酸)^[2]^[3]^[4]) sī tsi̍t-tsióng hoo-khip-tō ê to̍k-sòo, teh huat-kànn ê iâ-tsí hi̍k-tsiá gio̍k-bí tang-tiong sán-sing, siū-tio̍h ba̋i-kín "Burkholderia Gladioli Pathovar cocovenenans" ê u-jiám.^[5]^[6]^[7] Bongkrek suan sī tsi̍t-tsióng ki̍k-to̍k, jia̍t ún-tīng, bô sik. ,bô bī, ko-tōo put-páu-hô ê sann-so sng (tricarboxylic acid), ē-tàng ap-tsè ADP/ATP tsuán-uī-muî (translocase), iah kiò-tsò suànn-lia̍p-thé ADP/ATP tsài-thé, ē-tàng tsóo-tsí ATP lī-khui suànn-lia̍p-thé uī kî-thann ê sè-pau thê-kiong "sin-tîn tāi-siā ê lîng-liōng" (metabolic energy).^[7]^[8] Teh thàu-kuè siū u-jiám ê si̍t-bu̍t siap-ji̍p (consume) Bongkrek suan ê sî-tsūn, Bongkrek suan tsú-iàu tsiam-tuì kuann-tsōng, tuā-náu í-ki̍p io-tsí; pīng-tshiánn tshut-hiān lia̍h-thòo, làu-sái. jiō tē-liû (urinary retention), pak-thiànn í-ki̍p lâu-kuānn siunn-tsē tíng-tíng ê tsìng-thâu.^[7] Tuā-to-sòo ê i̍k-tsîng huat-sing teh Ìn-nî hâm Tiong-kok; in-uī tsia--ê kok-ka ū teh si̍t-iōng huat-kànn iâ-tsí hâm huan-be̍h ê si̍t-phín.

Tsù-kái

↑ Garcia, R. A.; Hotchkiss, J. H.; Steinkraus, K. H. (1999). "The Effect of Lipids on Bongkrekic (Bongkrek) Acid Toxin Production by Burkholderia cocovenenans in Coconut Media". Food Additives and Contaminants. 16 (2): 63–69. doi:10.1080/026520399284217. PMID 10435074.
↑ 林耿郁報導,"「米酵菌酸」翻譯不精確　台大醫姜至剛：應稱「椰黍菌酸」"[1],HENO--health and hope,台北,2024/03/29 18:42:20. (Hàn-gí)
↑ 謝承恩,"寶林茶室食物中毒案／比起米製品，你更該怕玉米、椰子！專家解析「炒粿條」可能致毒原因"[2],民視新聞網/即時中心,台北,2024年3月28日. (Hàn-gí)
↑ 翁瑞宏教授,"米酵菌酸在台灣曾於「兩食物」出現過！專家：中毒後主要攻擊肝臟、大腦和腎臟"[3],聯合新聞網,台北,2024-03-28 11:51. (Hàn-gí)
↑ Henderson, P. J. F.; Lardy, H. A. (1970). "Bongkrekic Acid: An Inhibitor of Adenine Nucleotide Translocase of Mitochondria" (PDF). Journal of Biological Chemistry. 245 (6): 1319–1326. doi:10.1016/S0021-9258(18)63238-7. PMID 4245638. goân-loē-iông (PDF) tī 2020-10-31 hőng khó͘-pih. 2013-01-20 khòaⁿ--ê.
↑ De Bruijn, J.; Frost, D. J.; Nugteren, D. H.; Gaudemer, A.; Lijmbach, G. W. M.; Cox, H. C.; Berends, W. (1973). "Structure of Bongkrekic Acid". Tetrahedron. 29 (11): 1541–1547. doi:10.1016/S0040-4020(01)83395-0.
↑ ^7.0 ^7.1 ^7.2 Anwar, Mehruba; Kasper, Amelia; Steck, Alaina R.; Schier, Joshua G. (June 2017). "Bongkrekic Acid—a Review of a Lesser-Known Mitochondrial Toxin". Journal of Medical Toxicology. 13 (2): 173–179. doi:10.1007/s13181-016-0577-1. ISSN 1556-9039. PMC 5440313  . PMID 28105575.
↑ Toxicants Occurring Naturally in Foods. National Academy of Sciences. 1973. p. 472. ISBN 9780309021173.

Tsham-ua̍t

Tetrahedron (journal)
Journal of Biological Chemistry
Mitochondrial permeability transition pore
Burkholderia gladioli
Toxicokinetics
Hematuria
Hematochezia

Guā-pōo liân-kiat

Bongkrekic Acid Poisoning From Fermented Food (Eng-gí)
Bongkrekic acid--NIH (Eng-gí)

[Garcia-1] Garcia, R. A.; Hotchkiss, J. H.; Steinkraus, K. H. (1999). "The Effect of Lipids on Bongkrekic (Bongkrek) Acid Toxin Production by Burkholderia cocovenenans in Coconut Media". Food Additives and Contaminants. 16 (2): 63–69. doi:10.1080/026520399284217. PMID 10435074.

[2] 林耿郁報導,"「米酵菌酸」翻譯不精確　台大醫姜至剛：應稱「椰黍菌酸」"[1],HENO--health and hope,台北,2024/03/29 18:42:20. (Hàn-gí)

[3] 謝承恩,"寶林茶室食物中毒案／比起米製品，你更該怕玉米、椰子！專家解析「炒粿條」可能致毒原因"[2],民視新聞網/即時中心,台北,2024年3月28日. (Hàn-gí)

[4] 翁瑞宏教授,"米酵菌酸在台灣曾於「兩食物」出現過！專家：中毒後主要攻擊肝臟、大腦和腎臟"[3],聯合新聞網,台北,2024-03-28 11:51. (Hàn-gí)

[pjf-5] Henderson, P. J. F.; Lardy, H. A. (1970). "Bongkrekic Acid: An Inhibitor of Adenine Nucleotide Translocase of Mitochondria" (PDF). Journal of Biological Chemistry. 245 (6): 1319–1326. doi:10.1016/S0021-9258(18)63238-7. PMID 4245638. goân-loē-iông (PDF) tī 2020-10-31 hőng khó͘-pih. 2013-01-20 khòaⁿ--ê.

[6] De Bruijn, J.; Frost, D. J.; Nugteren, D. H.; Gaudemer, A.; Lijmbach, G. W. M.; Cox, H. C.; Berends, W. (1973). "Structure of Bongkrekic Acid". Tetrahedron. 29 (11): 1541–1547. doi:10.1016/S0040-4020(01)83395-0.

[review-7] 7.0 ^7.1 ^7.2 Anwar, Mehruba; Kasper, Amelia; Steck, Alaina R.; Schier, Joshua G. (June 2017). "Bongkrekic Acid—a Review of a Lesser-Known Mitochondrial Toxin". Journal of Medical Toxicology. 13 (2): 173–179. doi:10.1007/s13181-016-0577-1. ISSN 1556-9039. PMC 5440313  . PMID 28105575.

[8] Toxicants Occurring Naturally in Foods. National Academy of Sciences. 1973. p. 472. ISBN 9780309021173.

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[8]

Hō-miâ

Iu-sian ê IUPAC hō-miâ (2E,4Z,6R,8Z,10E,14E,17S,18E,20Z)-20-(Carboxymethyl)-6-methoxy-2,5,17-trimethyldocosa-2,4,8,10,14,18,20-heptaenedioic acid
Kî-tha hō-miâ Bongkrekic acid Bongkrekik acid
Sek-pia̍t-hō
CAS Number	11076-19-0^Y
3D model (JSmol)	Interactive image Interactive image
ChEBI	CHEBI:77742^N
ChemSpider	4938689 (2E,4E,8E,10E,14E,18E,20E)^Y 4529223 (2E,4Z,8Z,10E,14E,18E,20Z)^Y 23764 (6R,17S)^Y 2329 ()^Y
MeSH	Bongkrekic+acid
PubChem CID	25463 (6R,17S) 2423 ()
UNII	L7V4I673D2^Y
InChI InChI=1S/C28H38O7/c1-21(15-18-24(19-26(29)30)20-27(31)32)13-11-9-7-5-6-8-10-12-14-25(35-4)22(2)16-17-23(3)28(33)34/h6,8-12,15-19,21,25H,5,7,13-14,20H2,1-4H3,(H,29,30)(H,31,32)(H,33,34)^N Key: SHCXABJSXUACKU-UHFFFAOYSA-N^N InChI=1/C28H38O7/c1-21(15-18-24(19-26(29)30)20-27(31)32)13-11-9-7-5-6-8-10-12-14-25(35-4)22(2)16-17-23(3)28(33)34/h6,8-12,15-19,21,25H,5,7,13-14,20H2,1-4H3,(H,29,30)(H,31,32)(H,33,34)/b8-6+,11-9+,12-10-,18-15+,22-16-,23-17+,24-19+/t21-,25+/m0/s1 Key: SHCXABJSXUACKU-WUTQZGRKBG InChI=1S/C28H38O7/c1-21(15-18-24(19-26(29)30)20-27(31)32)13-11-9-7-5-6-8-10-12-14-25(35-4)22(2)16-17-23(3)28(33)34/h6,8-12,15-19,21,25H,5,7,13-14,20H2,1-4H3,(H,29,30)(H,31,32)(H,33,34)/b8-6+,11-9+,12-10-,18-15+,22-16-,23-17+,24-19+/t21-,25+/m0/s1 Key: SHCXABJSXUACKU-WUTQZGRKSA-N
SMILES COC(CC=CC=CCCC=CCC(C)C=CC(CC(O)=O)=CC(O)=O)C(C)=CC=C(C)C(O)=O O=C(O)\C(=C\C=C(\C)[C@H](OC)C/C=C\C=C\CC/C=C/C[C@@H](/C=C/C(=C\C(=O)O)CC(=O)O)C)C
Sèng-chit
Hòa-ha̍k-sek	C₂₈H₃₈O₇
Mole chit-liōng	486.61 g·mol⁻¹
Gōa-māu	Bô-bī hâm bô-sik
Iûⁿ-tiám	50 to 60 °C (122 to 140 °F; 323 to 333 K)
Tû-liáu te̍k-pia̍t chí chhut, chu-liāu sī kun-kù bu̍t-chit ê piau-chún chōng-thài (tī 25 °C [77 °F], 100 kPa).
N cha-chèng (^YN sī siáⁿ ?)
Infobox chham-chiàu