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L-751788

CAT: 0804-HY-121700Size: 1 EachDry Ice: NoHazardous: No
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Description
L-751788 is a selective inhibitor of type I of 5α-reductase. L-751788 does not have a significant impact on the differentiation of the external genitalia in animals. When administered orally to pregnant rhesus monkeys, L-751788 (2, 10 mg/kg) did not cause abnormalities in fetal external genitalia[1].
CAS Number
166174-54-5
UNSPSC
12352005
Target
5 alpha Reductase
Type
Reference compound
Related Pathways
Metabolic Enzyme/Protease
Applications
Metabolism-sugar/lipid metabolism
Field of Research
Others
Assay Protocol
https://www.medchemexpress.com/l-751788.html
Smiles
O=C1N([C@@]2(C[C@@H]([C@@]3([H])[C@@]4(C[C@@H](C[C@]4(CC[C@@]3([C@]2(CC1)C)[H])C)OC5=CC=C(C=C5)Cl)[H])C)[H])C
Molecular Formula
C26H36ClNO2
Molecular Weight
430.02
References & Citations
[1]Voegeli R, et al. 5a-Reductase and Its Inhibitors[M]//Acne and Its Therapy. CRC Press, 2007: 181-216.|[2]Prahalada S, et al. Effects of finasteride, a type 2 5‐alpha reductase inhibitor, on fetal development in the rhesus monkey (Macaca mulatta) [J]. Teratology, 1997, 55 (2) : 119-131.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

L-751788

inhibits type 1 5alpha-reductase; structure in first source

CAS Number166174-54-5
PubChem CID9932397
IUPAC Name(2S,3aS,3bS,4S,5aR,9aR,9bS,11aR)-2-(4-chlorophenoxy)-4,6,9a,11a-tetramethyl-2,3,3a,3b,4,5,5a,8,9,9b,10,11-dodecahydro-1H-indeno[5,4-f]quinolin-7-one
Molecular FormulaC26H36ClNO2
Molecular Weight430.0
XLogP6.6
Topological Polar Surface Area29.5
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Heavy Atom Count30
Formal Charge0
Complexity676
SMILES
C[C@H]1C[C@@H]2[C@](CCC(=O)N2C)([C@@H]3[C@@H]1[C@@H]4C[C@@H](C[C@]4(CC3)C)OC5=CC=C(C=C5)Cl)C
InChI
InChI=1S/C26H36ClNO2/c1-16-13-22-26(3,12-10-23(29)28(22)4)20-9-11-25(2)15-19(14-21(25)24(16)20)30-18-7-5-17(27)6-8-18/h5-8,16,19-22,24H,9-15H2,1-4H3/t16-,19-,20-,21-,22+,24+,25+,26+/m0/s1
InChIKey
UTVZMYJIIKQMGU-DHWOETJDSA-N
Chemical Structure
2D Structure
2D structure of L-751788
CAS: 166174-54-5
CID: 9932397
Formula: C26H36ClNO2
MW: 430.0
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight430.0
XLogP36.6
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Exact Mass429.2434571
Monoisotopic Mass429.2434571
Topological Polar Surface Area29.5 Ų
Heavy Atom Count30
Formal Charge0
Complexity676
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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T24376L-751788
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453216-01L-Arginyl-L-valyl-L-α-aspartyl-L-prolyl-L-valyl-L-asparaginyl-L-phenylalanyl-L-lysyl-L-leucyl-L-leucyl-L-seryl-L-histidine
453308-01L-Glycyl-L-arginyl-L-phenylalanyl-L-isoleucyl-L-threonyl-L-seryl-L-alanyl-L-aspartyl-L-threonyl-L-lysine
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453464-01L-Tryptophyl-L-arginyl-L-glutaminyl-L-alanyl-L-alanyl-L-phenylalanyl-L-valyl-L-α-aspartyl-L-seryl-L-tyrosine
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