Terminology Service for NFDI4Health
JSON

20-hydroxyecdysone

Go to external page http://purl.obolibrary.org/obo/CHEBI_16587

A 20-hydroxy steroid that has formula C27H44O7.

Encoded by human CYP8B1 Gene (Cytochrome P450 Family), 501-aa 58-kDa Cytochrome P450 8B1 is a liver endoplasmic reticulum membrane P450 heme-thiolate monooxygenase involved in bile acid synthesis that catalyzes conversion of 7 alpha-hydroxy-4-cholesten-3-one into 7-alpha,12-alpha-dihydroxy-4-cholesten-3-one. The balance between these steroids determines the relative amount of cholic and chenodeoxycholic acids secreted in the bile that affect cholesterol solubility. CYP8B1 has broad substrate specificity including 7-alpha-hydroxylated C27 steroids. P450 enzymes catalyze reactions involved in drug metabolism and synthesis of cholesterol, steroids and other lipids. (NCI)

Term info

Label

20-hydroxyecdysone

Synonyms
  • (22R)-2beta,3beta,14alpha,20,22,25-hexahydroxy-5beta-cholest-7-en-6-one
  • 20-OH ecdysone
  • 7 Alpha-Hydroxy-4-Cholesten-3-One 12-Alpha-Hydroxylase
  • C27H44O7
  • CYP8B1
  • CYPVIIIB1
  • Cytochrome P450 8B1
  • Cytochrome P450 CYP8B1
  • Cytochrome P450 Family 8 Subfamily B Polypeptide 1
  • Cytochrome P450 Subfamily VIIIB (Sterol 12-Alpha-Hydroxylase) Polypeptide 1
  • InChI=1/C27H44O7/c1-23(2,32)9-8-22(31)26(5,33)21-7-11-27(34)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-10-25(21,27)4/h12,15,17,19-22,29-34H,6-11,13-14H2,1-5H3/t15-,17-,19+,20-,21-,22+,24+,25+,26+,27+/m0/s1
  • InChIKey=NKDFYOWSKOHCCO-YPVLXUMRBN
  • Steroid 12-Alpha-Hydroxylase
  • Sterol 12 Alpha Hydroxylase
  • [H][C@]12CC[C@]3(C)[C@]([H])(CC[C@@]3(O)C1=CC(=O)[C@]1([H])C[C@@H](O)[C@@H](O)C[C@]21C)[C@@](C)(O)[C@H](O)CCC(C)(C)O
  • ecdysterone; 20E
database cross reference
definition citation

20388, 40388, C27H44O7, 5289-74-7, (2beta,3beta,5beta,22R)-2,3,14,20,22,25-hexahydroxycholest-7-en-6-one

Term relations