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Details

Stereochemistry ABSOLUTE
Molecular Formula C29H50O6
Molecular Weight 494.7037
Optical Activity UNSPECIFIED
Defined Stereocenters 13 / 13
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ISOHOMOBRASSINOLIDE

SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])COC(=O)[C@@]4([H])C[C@H](O)[C@H](O)C[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)[C@H](O)[C@@H](O)[C@@H](CC)C(C)C

InChI

InChIKey=HJIKODJJEORHMZ-DNVPGCTHSA-N
InChI=1S/C29H50O6/c1-7-17(15(2)3)26(33)25(32)16(4)19-8-9-20-18-14-35-27(34)22-12-23(30)24(31)13-29(22,6)21(18)10-11-28(19,20)5/h15-26,30-33H,7-14H2,1-6H3/t16-,17-,18-,19+,20-,21-,22+,23-,24+,25-,26-,28+,29+/m0/s1

HIDE SMILES / InChI

Molecular Formula C29H50O6
Molecular Weight 494.7037
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 13 / 13
E/Z Centers 0
Optical Activity UNSPECIFIED

(22S,23S)-homobrassinolide (also known as isohomobrassinolide) is a member of the plant-derived polyhydroxylated derivatives of 5α-cholestane family of compounds; known as brassinosteroids. It was shown that isohomobrassinolide selectively activates the PI3K/Akt signaling pathway by increasing Akt phosphorylation in vitro.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Effects of (22S,23S)-Homobrassinolide and Related Compounds on Membrane Potential and Transport of Egeria Leaf Cells.
1990 Jul
Studies on steroidal plant-growth regulators (XVII)--a new synthesis of homobrassinolide and (22S, 23S)-22, 23-epi-homobrassinolide.
1991 Jun
Influence of (22S,23S)-homobrassinolide on rooting capacity and survival of adult Norway spruce cuttings.
1993 Jan

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:58:47 GMT 2023
Edited
by admin
on Sat Dec 16 10:58:47 GMT 2023
Record UNII
X4T52AD9TQ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ISOHOMOBRASSINOLIDE
Common Name English
(22S,23S)-HOMOBRASSINOLIDE
Common Name English
BR-120
Code English
22,23-DIEPI-28-HOMOBRASSINOLIDE
Common Name English
6H-BENZ(C)INDENO(5,4-E)OXEPIN-6-ONE, 1-((1S,2S,3S,4S)-4-ETHYL-2,3-DIHYDROXY-1,5-DIMETHYLHEXYL)HEXADECAHYDRO-8,9-DIHYDROXY-10A,12A-DIMETHYL-, (1R,3AS,3BS,6AS,8S,9R,10AR,10BS,12AS)-
Systematic Name English
(22S,23S)-28-HOMOBRASSINOLIDE
Common Name English
28-EPIHOMOBRASSINOLIDE
Common Name English
HOMOBRASSINOLIDE, (22S,23S)-
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID70897328
Created by admin on Sat Dec 16 10:58:47 GMT 2023 , Edited by admin on Sat Dec 16 10:58:47 GMT 2023
PRIMARY
FDA UNII
X4T52AD9TQ
Created by admin on Sat Dec 16 10:58:47 GMT 2023 , Edited by admin on Sat Dec 16 10:58:47 GMT 2023
PRIMARY
PUBCHEM
11409314
Created by admin on Sat Dec 16 10:58:47 GMT 2023 , Edited by admin on Sat Dec 16 10:58:47 GMT 2023
PRIMARY
CAS
80483-89-2
Created by admin on Sat Dec 16 10:58:47 GMT 2023 , Edited by admin on Sat Dec 16 10:58:47 GMT 2023
PRIMARY