General Information of the Compound
Compound ID
CP0035720
Compound Name
(-)-reserpine
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Synonyms
3P Reserp
Abesta
Abicol
Adelfan
Adelphin
Alkarau
Alkaserp
Alserin
Apoplon
Apoplon (TN)
Apsical
Ascoserp
Ascoserpina
Austrapine
Banasil
Banisil
Benazyl
Bioserpine
Brinderdin
Briserine
Broserpine
Cam-Ap-Es
Cardioserpin
Carditivo
Carpacil
Carrserp
Darebon
Deserpine
Diupres 250
Diupres 500
Diupres-250
Diupres-500
Diurese-R
Diutensen-R
Dralserp
ENT 50146
Eberpine
Eberspine
Ebserpine
Elfanex
Elserpine
Enipresser
Esc aspere
Escaspere
Eserpine
Eskaserp
Eskaserpine
Gammaserpine
Gilucard
H 520
HYDRO-RESERP
Helfoserpin
Hexaplin
Hiposerpil
Hiserpia
Hydrap-ES
Hydromox R
Hydromox-R
Hydropine
Hydropres 25
Hydropres 50
Hydroserp
Hydrosine 25
Hypercal B
Hypersil
Hypersine
Hypertensan
Idoserp
Idsoserp
Interpina
Key-serpine
Kitine
Klimanosid
L"-Carpserp
L-Carpserp
Lemiserp
Loweser p
Loweserp
Mallopress
Maviserpin
Mayserpine
Mephaserpin
Modenol
Naquival
Nembuserpin
Neo-serp
Neose rfin
Neoserfin
Neoserp
Neoslowten
Orthoserpina
Perskleran
Pressimedin
Purserpine
Quiescin
R 0875
R-e-s
Rau sedyl
Rau-Sed
Raucap
Raudiford
Raudixin
Raudixoid
Raugal
Raulen
Rauloydin
Raumorine
Raunervil
Raunorine
Raunova
Raupasil
Raupoid
Raurine
Rausan
Rausedan
Rausedil
Rausedyl
Rauserpin
Rauserpine
Rauserpol
Rausingle
Rautrin
Rauvlid
Rauwasedin
Rauwilid
Rauwiloid
Rauwipur
Rauwita
Rauwoleaf
Rawilid
Recipin
Regroton
Renese R
Renese-R
Resaltex
Rese rpamed
Rese-lar
Resedrex
Resedril
Reser-ar
Reserbal
Resercaps
Resercen
Reserfia
Reserjen
Reserlor
Reserp
Reserpal
Reserpamed
Reserpanca
Reserpene
Reserpex
Reserpidefe
Reserpil
Reserpin
Reserpina
Reserpine
Reserpinum
Reserpka
Reserpoid
Reserpur
Reserutin
Resiatric
Residin
Residine
Resine
Resocalm
Resperin
Resperine
Respital
Restran
Rezerpin
Riserpa
Rivased
Rivasin
Rolserp
Roxel
Roxinoid
Roxynoid
Ryser
SK-Reserpine
Salupres
Sandril
Sandron
Se rpate
Sedaraupin
Sedaraupina
Sederaupin
Sedserp
Seominal
Ser-A-Gen
Serfin
Serfolia
Serolfia
Serpalan
Serpaloid
Serpaneurona
Serpanray
Serpasil
Serpasol
Serpate
Serpazil
Serpazol
Serpedin
Serpen
Serpena
Serpentil
Serpentin
Serpentina
Serpicon
Serpil
Serpiloid
Serpilum
Serpine
Serpipur
Serpivate
Serpivite
Serpogen
Serpoid
Serpone
Serpyrit
Sertabs
Sertens
Sertensin
Sertina
Supergan
T-Serp
Tefaserpina
Temposerpine
Tensanyl
Tenserpinie
Tensional
Tensionorme
Tepserpine
Terbolan
Transerpin
Triserpin
Tylandril
Unilord
Unipres
Usaf cb-27
V Serp
V-Serp
VI XO
VIXO
Vio-Serpine
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Structure
Formula
C33H40N2O9
Molecular Weight
608.688
Canonical SMILES
CO[C@H]1[C@@H](C[C@@H]2CN3CCc4c([nH]c5cc(OC)ccc45)[C@H]3C[C@@H]2[C@@H]1C(=O)OC)OC(=O)c1cc(OC)c(OC)c(OC)c1
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InChI
InChI=1S/C33H40N2O9/c1-38-19-7-8-20-21-9-10-35-16-18-13-27(44-32(36)17-11-25(39-2)30(41-4)26(12-17)40-3)31(42-5)28(33(37)43-6)22(18)15-24(35)29(21)34-23(20)14-19/h7-8,11-12,14,18,22,24,27-28,31,34H,9-10,13,15-16H2,1-6H3/t18-,22+,24-,27-,28+,31+/m1/s1
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InChIKey
QEVHRUUCFGRFIF-MDEJGZGSSA-N
CAS
1407-38-1
141099-49-2
8048-25-7
50-55-5
Physicochemical Property
logP
4.1711
Rotatable Bonds
8
Heavy Atom Count
44
Polar Areas
117.78
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
10
Complexity
44

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 5770
SID: 16543090
ChEMBL ID
CHEMBL772
DrugBank ID
DB00206
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT00825, 5-hydroxytryptamine receptor 2A
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
Ki > 1000 nM
   TI
   LI
   LO
   TS
Protein ID: PT03217, ATP-binding cassette sub-family C member 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 = 68400 nM
   TI
   LI
   LO
   TS
Protein ID: PT01546, ATP-dependent translocase ABCB1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000167 NIH-3T3-G185 Mus musculus (Mouse)  6
1
IC50 = 500 nM
   TI
   LI
   LO
   TS
2
IC50 = 2100 nM
   TI
   LI
   LO
   TS
3
IC50 = 2600 nM
   TI
   LI
   LO
   TS
4
IC50 = 3900 nM
   TI
   LI
   LO
   TS
5
IC50 = 5300 nM
   TI
   LI
   LO
   TS
6
IC50 = 6100 nM
   TI
   LI
   LO
   TS
CL000135 A2780ADR Homo sapiens (Human)  1
1
IC50 = 3235.94 nM
   TI
   LI
   LO
   TS
CL000072 A2780 Homo sapiens (Human)  1
1
IC50 = 3235.94 nM
   TI
   LI
   LO
   TS
CL000009 LLC-PK1 Sus scrofa (Pig)  2
1
Ki = 970 nM
   TI
   LI
   LO
   TS
2
Ki = 12200 nM
   TI
   LI
   LO
   TS
CL000034 Caco-2 Homo sapiens (Human)  1
1
Ki = 2310 nM
   TI
   LI
   LO
   TS
CL000031 MDCK Canis lupus familiaris (Dog)  1
1
Ki = 11500 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 3019.95 nM
2 Ki = 100 nM
Protein ID: PT01685, ATP-dependent translocase ABCB1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000009 LLC-PK1 Sus scrofa (Pig)  1
1
Ki = 4030 nM
   TI
   LI
   LO
   TS
Protein ID: PT06079, ATP-dependent translocase ABCB1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000009 LLC-PK1 Sus scrofa (Pig)  1
1
Ki = 17900 nM
   TI
   LI
   LO
   TS
Protein ID: PT04542, Bile salt export pump
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 = 8350 nM
   TI
   LI
   LO
   TS
CL000757 SK-E2 Homo sapiens (Human)  1
1
IC50 = 10200 nM
   TI
   LI
   LO
   TS
Protein ID: PT02718, Broad substrate specificity ATP-binding cassette transporter ABCG2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000083 MCF-7 Homo sapiens (Human)  1
1
IC50 = 26302.68 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 12600 nM
Protein ID: PT06109, Geminin
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000015 SW480 Homo sapiens (Human)  1
1
Potency ~ 16360.1 nM
   TI
   LI
   LO
   TS
Protein ID: PT02997, Isocitrate dehydrogenase [NADP] cytoplasmic
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000156 HT-1080 Homo sapiens (Human)  1
1
Potency ~ 32642.7 nM
   TI
   LI
   LO
   TS
Protein ID: PT01929, Synaptic vesicular amine transporter
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  5
1
IC50 = 13.2 nM
   TI
   LI
   LO
   TS
2
Kd = 8 nM
   TI
   LI
   LO
   TS
3
Ki = 5.26 nM
   TI
   LI
   LO
   TS
4
Ki = 410 nM
   TI
   LI
   LO
   TS
5
Ki = 630 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Reserpine )
Drug Name Reserpine
Indication
Hypertension
Approved
Target(s)
Synaptic vesicle amine transporter (SLC18A2)
Blocker