Basic information
- CAS
3237-44-3- Standard SMILES
CC(C)C(O)(CC(=O)O)C(=O)O- InChIKey
BITYXLXUCSKTJS-UHFFFAOYSA-N- Molecular formula
- C7H12O5
- Average molar mass
- 176.17 g/mol
- Monoisotopic mass
- 176.06847348
Overview
2-isopropylmalic acid is a dicarboxylic acid that is malic acid (2-hydroxysuccinic acid) in which the hydrogen at position 2 is substituted by an isopropyl group. It has a role as a metabolite. It is a dicarboxylic acid, a 2-hydroxy carboxylic acid and a 3-hydroxy carboxylic acid. It is functionally related to a succinic acid. It is a conjugate acid of a 2-isopropylmalate and a 2-isopropylmalate(2-).
Names & identifiers
- Preferred name
- 2-Isopropylmalic acid
- IUPAC
- 2-hydroxy-2-propan-2-ylbutanedioic acid
- English name
- 2-Hydroxy-2-isopropylsuccinic acid
- Molecular formula
- C7H12O5
- Molecular weight
- 176.17
Names & synonyms
2-Isopropylmalic acid2-hydroxy-2-propan-2-ylbutanedioic acid2-hydroxy-2-(propan-2-yl)butanedioic acid3-carboxy-3-hydroxyisocaproic acidA7T9UY4KVUCHEBI:28635DTXSID70863129RefChem:909977DTXCID60811795630-924-53237-44-32-hydroxy-2-isopropylsuccinic acid
Show more names
2-IsopropylMalic acid 98%2-Isopropylmalic acid 98%2-Hydroxy-2-isopropylbutanedioic acid(2S)-2-hydroxy-2-propan-2-ylbutanedioic acidButanedioic acid, 2-hydroxy-2-(1-methylethyl)-
alpha-isopropylmalatealpha-isopropylmalic acid2-Hydroxy-2-(1-methylethyl)butanedioic acid2-isopropylmalateMalic acid, 2-isopropyl-butanedioic acid, 2-hydroxy-2-(1-methylethyl)3-hydroxy-4-methyl-3-carboxypentanoate3-carboxy-3-hydroxy-4-methylpentanoate
Database identifiers
- CAS
3237-44-3- PubChem CID
- 77
- DTXSID
DTXSID70863129
Properties
Computed structural properties
- XLogP
- -0.2
- Topological polar surface area
- 94.8 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 4
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 198
Experimental & physicochemical properties
Collision Cross Section128.12 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
Physicochemical properties
- Melting point
- 144 · 144-146 °C (lit.)
- Boiling point
- 306.4 · 306.4±27.0 °C(Predicted)
- Density
- 1.342 · 1.342±0.06 g/cm3(Predicted)
- storage temp.
- 4 °C, · 4°C, away from moisture
- solubility
- 2 O · H2O : ≥ 250 mg/mL (1419.08 mM)
- form
- Solid
- pka
- 3.57 · 3.57±0.28(Predicted)
- color
- White to off-white
- InChI
- 1S/C7H12O5/c1-4(2)7(12,6(10)11)3-5(8)9/h4,12H,3H2,1-2H3,(H,8,9)(H,10,11)
- InChIKey
- BITYXLXUCSKTJS-UHFFFAOYSA-N
- SMILES
- CC(C)C(O)(CC(O)=O)C(O)=O
- FDA UNII
- 7 T9UY4KVU · A7T9UY4KVU
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-37/39
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
Uses2-Isopropylmalic acid was employed as an internal standard in diagnostic model for pancreatic cancer using GC/MS-based human serum metabolomics.
Suppliers33 total
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
湖南韵邦生物科技股份有限公司0731-88532326 13319508186 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
云南西力生物技术股份有限公司0871-65217109 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
United Life Science020-82099279 18988968278 · [email protected]
成都普思生物科技股份有限公司028-85370565-229 18080489829 · [email protected]
湖北成海化工有限公司027-59220433 18327245847 · [email protected]
TargetMol 中国（陶术生物）400-821-0310 15002144251 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
Related reactions
1 records
Compound notes
Loading…