Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00514)
Name
Penicillamine
Synonyms    Click to Show/Hide the Synonyms of This API
D-Penicillamine; penicillamine; 52-67-5; Cuprimine; D-(-)-Penicillamine; 3-Mercapto-D-valine; Cuprenil; D-Penamine; (-)-Penicillamine; (2S)-2-Amino-3-methyl-3-sulfanylbutanoic acid; Artamine; Kuprenil; Mercaptyl; Perdolat; Trolovol; (S)-3,3-Dimethylcysteine; Penicilamina; Penicillaminum; 3-sulfanyl-D-valine; D-beta,beta-Dimethylcysteine; D-Mercaptovaline; D-Valine, 3-mercapto-; Penicillamin; Cupripen; Metalcaptase; (D)-PENICILLAMINE; 3,3-Dimethyl-D-cysteine; beta,beta-Dimethylcysteine; D-Penicilamine; Penicillamina [DCIT]; UNII-GNN1DV99GX; MFCD00064302; D-3-Mercaptovaline; Distamine; Penicilamina [INN-Spanish]; Penicillaminum [INN-Latin]; Depamine; Pendramine; CHEBI:7959; (S)-Penicillamine; (S)-2-amino-3-mercapto-3-methylbutanoic acid; Penicillamine (Cuprimine); Reduced penicillamine; Sufirtan; GNN1DV99GX; CHEMBL1430; Reduced D-penicillamine; D-(-)-2-Amino-3-mercapto-3-methylbutanoic acid; (S)-Penicillamin; d,3-Mercaptovaline; NCGC00024359-04; Penicillamina; Sufortan; Cuprimine (TN); Valine, 3-mercapto-, D-; CCRIS 2904; D-beta-Mercaptovaline; Depen (TN); HSDB 3378; SR-01000000262; EINECS 200-148-8; NSC 81549; alpha-Amino-beta-methyl-beta-mercaptobutyric acid; (2S)-2-amino-3-methyl-3-sulfanyl-butanoic acid; Distamine (*Hydrochloride*); D(-)-Penicillamine, 99%, specified according to Ph.Eur. and USP; Penicillamine (JAN/USP/INN); Metalcaptase (*Hydrochloride*); D-Penicillamine?; 3-Thio-D-valine; Penicillamine,(S); (2S)-2-amino-3-methyl-3-sulfanylbutanoic acid;hydrochloride; NSC81549; NSC-81549; Spectrum_000283; Penicillamine [USAN:USP:INN:BAN:JAN]; Spectrum2_001029; Spectrum3_000541; Spectrum4_000470; Spectrum5_001196; Epitope ID:113237; P-1280; SCHEMBL4343; DSSTox_CID_17069; DSSTox_RID_79300; DSSTox_GSID_37069; BSPBio_002181; KBioGR_000920; KBioSS_000763; cid_92173; DivK1c_000314; SPBio_001217; D-Penicillamine, 98-101%; GTPL7264; DTXSID6037069; BDBM39346; KBio1_000314; KBio2_000763; KBio2_003331; KBio2_005899; KBio3_001681; NINDS_000314; ZINC114127; BCP17247; HY-B0300; STR02534; Tox21_110899; ANW-31517; BDBM50217941; AKOS006237201; ZINC100509167; AM83710; CCG-266197; DB00859; MCULE-5986342172; CAS-52-67-5; IDI1_000314; SMP1_000042; NCGC00018283-01; NCGC00024359-05; NCGC00024359-06; AB0010552; EN300-52608; C07418; D00496; K-9599; M06142; 24217-EP2272832A1; 24217-EP2281815A1; 24217-EP2301933A1; 24217-EP2305640A2; 24217-EP2311827A1; 24217-EP2311842A2; 24217-EP2314590A1; 24217-EP2371811A2; 24217-EP2380872A1; 064P302; Q421239; SR-01000000262-3; SR-01000000262-4; UNII-2XOP7Y1H98 component VVNCNSJFMMFHPL-VKHMYHEASA-N; (2S)-2-amino-3-mercapto-3-methyl-butyric acid;hydrochloride; (2S)-2-amino-3-mercapto-3-methylbutanoic acid;hydrochloride; (2S)-2-azanyl-3-methyl-3-sulfanyl-butanoic acid;hydrochloride; Penicillamine, European Pharmacopoeia (EP) Reference Standard; (2S)-2-amino-3-methyl-3-sulfanylbutanoic acid3-sulfanyl-D-valine; Penicillamine, United States Pharmacopeia (USP) Reference Standard
Clinical Status
Approved
Disease Indication Rheumatoid arthritis ICD-11: FA20 [1]
PubChem CID
5852
Formula
C5H11NO2S
Canonical SMILES
CC(C)([C@H](C(=O)O)N)S
InChI
1S/C5H11NO2S/c1-5(2,9)3(6)4(7)8/h3,9H,6H2,1-2H3,(H,7,8)/t3-/m0/s1
InChIKey
VVNCNSJFMMFHPL-VKHMYHEASA-N
   Click to Show/Hide the Molecular Data (Structure/Property) of This API
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=5852"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 149.21 Topological Polar Surface Area 64.3
XlogP -1.8 Complexity 124
Heavy Atom Count 9 Rotatable Bond Count 2
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 4
Full List of Drug Formulations (DFMs) Containing This API
          Penicillamine 250 mg capsule Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Lactose, unspecified form; D&c yellow no. 10; Magnesium stearate; Titanium dioxide; Gelatin
                   Dosage Form Oral Capsule
                   Company Aton Pharma
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Quinoline yellow WS DIG Info Estrogen receptor alpha (IC50 = 18 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
References
1 FDA label for approved penicillamine from the official website of the U.S. Food and Drug Administration.
2 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
3 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.

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