(2R,3S)-3-isopropylmalic acid (CHEBI:43468)

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CHEBI:43468 - (2R,3S)-3-isopropylmalic acid

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ChEBI Name	(2R,3S)-3-isopropylmalic acid

ChEBI ID	CHEBI:43468

ChEBI ASCII Name	(2R,3S)-3-isopropylmalic acid

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:35122, CHEBI:43465

Supplier Information	No supplier information found for this compound.

Download	Molfile XML SDF

more structures >>

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The Resolver thinks Mol

IPM - Ideal conformer

Mrv1927 02232216493D

starting HoverWatcher_5

Time for openFile(IPM - Ideal conformer

Mrv1927 02232216493D

24 23 0 0 0 0 999 V2000

0.5470 0.1820 -1.8930 C 0 0 0 0 0 0 0 0 0 0 0 0

0.9780 -0.2910 -0.5290 C 0 0 1 0 0 0 0 0 0 0 0 0

0.1190 0.3860 0.5400 C 0 0 1 0 0 0 0 0 0 0 0 0

-1.3280 0.0310 0.3200 C 0 0 0 0 0 0 0 0 0 0 0 0

0.5560 -0.0940 1.9250 C 0 0 1 0 0 0 0 0 0 0 0 0

2.0270 0.2650 2.1490 C 0 0 0 0 0 0 0 0 0 0 0 0

-0.3020 0.5820 2.9950 C 0 0 0 0 0 0 0 0 0 0 0 0

0.8160 -1.7080 -0.4430 O 0 0 0 0 0 0 0 0 0 0 0 0

0.6120 1.4860 -2.2020 O 0 0 0 0 0 0 0 0 0 0 0 0

0.1420 -0.6120 -2.7080 O 0 0 0 0 0 0 0 0 0 0 0 0

-1.9470 -0.5450 1.1820 O 0 0 0 0 0 0 0 0 0 0 0 0

-1.9310 0.3570 -0.8330 O 0 0 0 0 0 0 0 0 0 0 0 0

2.0250 -0.0340 -0.3690 H 0 0 0 0 0 0 0 0 0 0 0 0

0.2420 1.4670 0.4750 H 0 0 0 0 0 0 0 0 0 0 0 0

0.4330 -1.1750 1.9910 H 0 0 0 0 0 0 0 0 0 0 0 0

2.3380 -0.0770 3.1360 H 0 0 0 0 0 0 0 0 0 0 0 0

2.6390 -0.2170 1.3870 H 0 0 0 0 0 0 0 0 0 0 0 0

2.1500 1.3460 2.0840 H 0 0 0 0 0 0 0 0 0 0 0 0

-0.1780 1.6630 2.9300 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.3490 0.3260 2.8360 H 0 0 0 0 0 0 0 0 0 0 0 0

0.0090 0.2400 3.9820 H 0 0 0 0 0 0 0 0 0 0 0 0

-0.1210 -1.8910 -0.5890 H 0 0 0 0 0 0 0 0 0 0 0 0

0.3360 1.7900 -3.0780 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.8600 0.1300 -0.9750 H 0 0 0 0 0 0 0 0 0 0 0 0

1 2 1 0 0 0 0

1 9 1 0 0 0 0

1 10 2 0 0 0 0

2 3 1 0 0 0 0

2 8 1 0 0 0 0

2 13 1 1 0 0 0

3 4 1 0 0 0 0

3 5 1 0 0 0 0

3 14 1 1 0 0 0

4 11 2 0 0 0 0

4 12 1 0 0 0 0

5 6 1 0 0 0 0

5 7 1 0 0 0 0

5 15 1 0 0 0 0

6 16 1 0 0 0 0

6 17 1 0 0 0 0

6 18 1 0 0 0 0

7 19 1 0 0 0 0

7 20 1 0 0 0 0

7 21 1 0 0 0 0

8 22 1 0 0 0 0

9 23 1 0 0 0 0

12 24 1 0 0 0 0

M END): 18 ms

reading 24 atoms

ModelSet: haveSymmetry:false haveUnitcells:false haveFractionalCoord:false

1 model in this collection. Use getProperty "modelInfo" or getProperty "auxiliaryInfo" to inspect them.

Default Van der Waals type for model set to Babel

24 atoms created

ModelSet: not autobonding; use forceAutobond=true to force automatic bond creation

Script completed

Jmol script terminated

Molfile expand

Formula

C7H12O5

Net Charge

Average Mass

176.168

Monoisotopic Mass

176.06847

InChI

InChI=1S/C7H12O5/c1-3(2)4(6(9)10)5(8)7(11)12/h3-5,8H,1-2H3,(H,9,10)(H,11,12)/t4-,5+/m0/s1

InChIKey

RNQHMTFBUSSBJQ-CRCLSJGQSA-N

SMILES

CC(C)[C@@H]([C@@H](O)C(O)=O)C(O)=O

Roles Classification
Chemical Role(s):	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	(2R,3S)-3-isopropylmalic acid (CHEBI:43468) is a 3-isopropylmalic acid (CHEBI:35114) (2R,3S)-3-isopropylmalic acid (CHEBI:43468) is conjugate acid of (2R,3S)-3-isopropylmalate(2−) (CHEBI:35121)

Incoming	(2R,3S)-3-isopropylmalate(2−) (CHEBI:35121) is conjugate base of (2R,3S)-3-isopropylmalic acid (CHEBI:43468)

IUPAC Name

(2R,3S)-2-hydroxy-3-(propan-2-yl)butanedioic acid

Synonyms	Sources
(2R,3S)-2-hydroxy-3-isopropylsuccinic acid	ChEBI
(2R,3S)-3-carboxy-2-hydroxy-4-methylpentanoic acid	ChEBI
2-D-threo-Hydroxy-3-carboxy-isocaproate	KEGG COMPOUND
2-D-threo-hydroxy-3-carboxyisocaproic acid	ChEBI
3-Carboxy-2-hydroxy-4-methylpentanoate	KEGG COMPOUND
3-Isopropylmalate	KEGG COMPOUND

Manual Xrefs	Databases
C00019691	KNApSAcK
C04411	KEGG COMPOUND
IPM	PDBeChem
View more database links

Last Modified

23 February 2022

CHEBI:43468 - (2R,3S)-3-isopropylmalic acid

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