dTDP-4-dehydro-beta-L-rhamnose (CHEBI:45868)

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CHEBI:45868 - dTDP-4-dehydro-β-L-rhamnose

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ChEBI Name	dTDP-4-dehydro-β-L-rhamnose

ChEBI ID	CHEBI:45868

ChEBI ASCII Name	dTDP-4-dehydro-beta-L-rhamnose

Definition	A dTDP-sugar having 4-dehydro-β-L-rhamnose as the sugar component. It is an intermediate in dTDP-rhamnose biosynthesis.

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

Supplier Information	No supplier information found for this compound.

Download	Molfile XML SDF

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-8.6180 1.6180 0.8610 O 0 0 0 0 0 0 0 0 0 0 0 0

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-5.2850 1.2860 0.4490 O 0 0 0 0 0 0 0 0 0 0 0 0

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1.9780 -1.6160 0.3750 C 0 0 0 0 0 0 0 0 0 0 0 0

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5.6970 -2.1050 0.1680 C 0 0 0 0 0 0 0 0 0 0 0 0

5.3750 -0.9580 -0.8100 C 0 0 2 0 0 0 0 0 0 0 0 0

6.1400 0.2380 -0.4500 N 0 0 0 0 0 0 0 0 0 0 0 0

5.9070 0.8490 0.7260 C 0 0 0 0 0 0 0 0 0 0 0 0

5.0660 0.3990 1.4790 O 0 0 0 0 0 0 0 0 0 0 0 0

6.5990 1.9470 1.0840 N 0 0 0 0 0 0 0 0 0 0 0 0

7.5350 2.4590 0.2600 C 0 0 0 0 0 0 0 0 0 0 0 0

8.1580 3.4550 0.5810 O 0 0 0 0 0 0 0 0 0 0 0 0

7.7870 1.8290 -0.9820 C 0 0 0 0 0 0 0 0 0 0 0 0

8.8280 2.3810 -1.9220 C 0 0 0 0 0 0 0 0 0 0 0 0

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2.0960 -0.8480 1.1390 H 0 0 0 0 0 0 0 0 0 0 0 0

1.5870 -2.5250 0.8320 H 0 0 0 0 0 0 0 0 0 0 0 0

3.2210 -2.6030 -1.1020 H 0 0 0 0 0 0 0 0 0 0 0 0

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5.6180 -1.2600 -1.8290 H 0 0 0 0 0 0 0 0 0 0 0 0

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7.2600 0.2320 -2.2580 H 0 0 0 0 0 0 0 0 0 0 0 0

6.4210 2.3730 1.9370 H 0 0 0 0 0 0 0 0 0 0 0 0

8.3640 3.1050 -2.5920 H 0 0 0 0 0 0 0 0 0 0 0 0

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2 3 1 0 0 0 0

2 4 1 0 0 0 0

2 15 1 0 0 0 0

3 58 1 0 0 0 0

4 5 1 0 0 0 0

5 6 1 0 0 0 0

5 13 1 0 0 0 0

5 36 1 0 0 0 0

6 7 1 0 0 0 0

6 8 1 0 0 0 0

6 37 1 0 0 0 0

7 38 1 0 0 0 0

8 9 1 0 0 0 0

8 10 1 0 0 0 0

8 39 1 0 0 0 0

9 40 1 0 0 0 0

10 11 2 0 0 0 0

10 12 1 0 0 0 0

12 13 1 0 0 0 0

12 14 1 0 0 0 0

12 41 1 0 0 0 0

14 42 1 0 0 0 0

14 43 1 0 0 0 0

14 44 1 0 0 0 0

15 16 1 0 0 0 0

16 17 2 0 0 0 0

16 18 1 0 0 0 0

16 19 1 0 0 0 0

18 59 1 0 0 0 0

19 20 1 0 0 0 0

20 21 1 0 0 0 0

20 45 1 0 0 0 0

20 46 1 0 0 0 0

21 22 1 0 0 0 0

21 23 1 0 0 0 0

21 47 1 0 0 0 0

22 26 1 0 0 0 0

23 24 1 0 0 0 0

23 25 1 0 0 0 0

23 48 1 0 0 0 0

24 50 1 0 0 0 0

25 26 1 0 0 0 0

25 51 1 0 0 0 0

25 52 1 0 0 0 0

26 27 1 0 0 0 0

26 49 1 0 0 0 0

27 28 1 0 0 0 0

27 35 1 0 0 0 0

28 29 2 0 0 0 0

28 30 1 0 0 0 0

30 31 1 0 0 0 0

30 54 1 0 0 0 0

31 32 2 0 0 0 0

31 33 1 0 0 0 0

33 34 1 0 0 0 0

33 35 2 0 0 0 0

34 55 1 0 0 0 0

34 56 1 0 0 0 0

34 57 1 0 0 0 0

35 53 1 0 0 0 0

M END): 19 ms

reading 59 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

59 atoms created

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

Script completed

Jmol script terminated

Molfile expand

Formula

C16H24N2O15P2

Net Charge

Average Mass

546.31370

Monoisotopic Mass

546.06519

InChI

InChI=1S/C16H24N2O15P2/c1-6-4-18(16(24)17-14(6)23)10-3-8(19)9(31-10)5-29-34(25,26)33-35(27,28)32-15-13(22)12(21)11(20)7(2)30-15/h4,7-10,12-13,15,19,21-22H,3,5H2,1-2H3,(H,25,26)(H,27,28)(H,17,23,24)/t7-,8-,9+,10+,12+,13+,15+/m0/s1

InChIKey

PSXWNITXWWECNY-LPVGZGSHSA-N

SMILES

C[C@@H]1O[C@H](OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H](C[C@@H]2O)n2cc(C)c(=O)[nH]c2=O)[C@H](O)[C@H](O)C1=O

ChEBI Ontology
Outgoing	dTDP-4-dehydro-β-L-rhamnose (CHEBI:45868) is a dTDP-sugar (CHEBI:23557) dTDP-4-dehydro-β-L-rhamnose (CHEBI:45868) is conjugate acid of dTDP-4-dehydro-β-L-rhamnose(2−) (CHEBI:62830)

Incoming	dTDP-4-dehydro-β-L-rhamnose(2−) (CHEBI:62830) is conjugate base of dTDP-4-dehydro-β-L-rhamnose (CHEBI:45868)

IUPAC Name

thymidine 5'-[3-(6-deoxy-β-L-lyxo-hexopyranosyl-4-ulose) dihydrogen diphosphate]

Synonyms	Sources
DTDP-4-KETO-L-RHAMNOSE	PDBeChem
dTDP-4-oxo-6-deoxy-L-mannose	KEGG COMPOUND
dTDP-4-oxo-L-rhamnose	KEGG COMPOUND
dTDP-6-deoxy-β-L-lyxo-hex-4-ulose	ChEBI

Manual Xrefs	Databases
C00688	KEGG COMPOUND
TDO	PDBeChem
View more database links

Citation

Ma Y, Stern RJ, Scherman MS, Vissa VD, Yan W, Jones VC, Zhang F, Franzblau SG, Lewis WH, McNeil MR (2001)
Drug targeting Mycobacterium tuberculosis cell wall synthesis: genetics of dTDP-rhamnose synthetic enzymes and development of a microtiter plate-based screen for inhibitors of conversion of dTDP-glucose to dTDP-rhamnose.
Antimicrobial agents and chemotherapy 45, 1407-1416 [PubMed:11302803]
[show Abstract]

Last Modified

28 July 2014

CHEBI:45868 - dTDP-4-dehydro-β-L-rhamnose

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