Interesting facts
Interesting Facts About Methyl (1S,15R,18S,19R,20S)-18-Hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-Dodecahydroyohimban-19-Carboxylate
This compound, a derivative of yohimbine, presents intriguing features worth noting for both chemists and pharmacologists. Here are some interesting aspects:
- Synthetic Origins: Methyl (1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate is synthesized through complex organic reactions that manipulate yohimbine's structure, enhancing its pharmacological properties.
- Pharmacological Potential: This compound has garnered attention for its possible role in treating sexual dysfunction and improving athletic performance, likely due to its interaction with the adrenergic system.
- Configuration Impact: The stereochemistry indicated by the configuration notations (1S, 15R, etc.) is crucial; small changes in the configuration can significantly alter the compound's biological activity and efficacy.
- Natural Sources: Yohimbine, the parent compound, is derived from the bark of the yohimbe tree, Pausinystalia johimbe, traditionally used in African herbal medicine for various ailments.
- Research Interest: Ongoing studies are investigating how this compound impacts metabolic processes and whether it could serve as an adjunct therapy for weight management or treatment of anxiety disorders.
Chemists are particularly fascinated by the compound's potential applications and its complex molecular architecture. As one researcher noted, "Understanding the nuances of such compounds could open pathways to novel pharmacotherapies." With further research, methyl (1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate may find a prominent place in modern medicine.
Synonyms
Yohimbine
146-48-5
Yohimbin
Quebrachin
Corynine
Quebrachine
APHRODINE
Aphrosol
Yohimbic acid methyl ester
(+)-Yohimbine
Actibine
Johimbin
Yohimbinum
Yohimbe bark
Yohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, (16alpha,17alpha)-
EINECS 205-672-0
UNII-2Y49VWD90Q
BRN 0097276
2Y49VWD90Q
CCRIS 9415
17-Hydroxyyohimban-16-carboxylic acid methyl ester
DTXSID9040130
CHEBI:10093
methyl 17alpha-hydroxyyohimban-16alpha-carboxylate
CHEMBL15245
17alpha-hydroxyyohimban-16alpha-carboxylic acid methyl ester
DTXCID7020130
(16alpha,17alpha)-17-hydroxyyohimban-16-carboxylic acid methyl ester
4-25-00-01237 (Beilstein Handbook Reference)
methyl (1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
methyl (1S,15R,18S,19R,20S)-18-hydroxy-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8-tetraene-19-carboxylate
Amberlite CG 400
CHEMBL537669
Yohimbine (DCF)
CAS-146-48-5
methyl hydroxy[?]carboxylate
trans-Quinolizidine yohimbine
SR-01000075297
Benz[g]indolo[2,3-a]quinolizine, yohimban-16-carboxylic acid deriv.
MFCD00005093
NSC19509
YOHIMBINE [MI]
Prestwick0_000584
Prestwick1_000584
Prestwick2_000584
Prestwick3_000584
Yohimban-16-alpha-carboxylic acid, 17-alpha-hydroxy-, methyl ester
YOHIMBINE [VANDF]
YOHIMBINUM [HPUS]
cid_6169
cid_8969
YOHIMBE HYDROCHLORIDE
YOHIMBINE [WHO-DD]
Lopac0_001210
SCHEMBL33954
BSPBio_000428
BSPBio_001236
GTPL102
KBioGR_000576
KBioSS_000576
MLS000728591
SPBio_002647
BPBio1_000472
Yohimbol-16alpha-carboxylic acid, methyl ester (6CI)
BCBcMAP01_000032
KBio2_000576
KBio2_003144
KBio2_005712
KBio3_001031
KBio3_001032
Bio1_000455
Bio1_000944
Bio1_001433
Bio2_000458
Bio2_000938
HMS1362N17
HMS1792N17
HMS1990N17
HMS2089G19
HMS2234C18
Tox21_110019
BDBM50013515
BDBM50203564
AKOS015902024
Tox21_110019_1
Yohimban-16-.alpha.-carboxylic acid, 17-.alpha.-hydroxy-, methyl ester
Yohimban-16alpha-carboxylic acid, 17alpha-hydroxy-, methyl ester (8CI)
CCG-205284
CS-5173
DB01392
FY01219
GS-5751
SDCCGSBI-0051177.P002
IDI1_002213
MRF-0000020
SMP1_000320
NCGC00013260-01
NCGC00025018-05
NCGC00025018-06
NCGC00025018-07
NCGC00025018-10
NCGC00025018-11
NCGC00025018-16
NCGC00025018-17
NCGC00025018-24
NCGC00025018-29
HY-12715
SMR000470778
17a-hydroxy-16a-methoxycarbonyl-yohimbane
NS00003970
C09256
D08685
H10057
EN300-19731915
Q412226
SR-01000075297-5
BRD-K35586044-001-02-6
BRD-K35586044-003-03-0
BRD-K35586044-003-11-3
BRD-K35586044-003-14-7
BRD-K35586044-003-15-4
Yohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, (16|A,17|A)-
17.ALPHA.-HYDROXY-20-.ALPHA.-YOHIMBAN-16-.BETA.-CARBOXYLIC ACID, METHYL ESTER
Yohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, (16alpha,17alpha)- (9CI)
(1R,2S,4aR,13bS,14aS)-2-hydroxy-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydro-indolo[2'',3'':3,4]pyrido[1,2-b]isoquinoline-1-carboxylic acid methyl ester hydrochloride
103834-06-6
205-672-0
methyl (1S,15R,18S,19R,20S)-18-hydroxy-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4(9),5,7-tetraene-19-carboxylate
Solubility of Methyl (1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
The solubility of methyl (1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate can be characterized based on its structural properties and the nature of its components. Understanding solubility is crucial for various applications, including pharmaceuticals and chemical formulations.
Factors Affecting Solubility
In summary, while methyl (1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate displays characteristics of both polar and non-polar nature, leading to potential solubility in various solvents. It is crucial to conduct further experimental studies to ascertain its precise solubility profile in different mediums, as “solubility dictates functionality” in many practical applications.