Cannabis Compound Database: Showing Compound Card for UDP-L-arabinose (CDB005034)

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Record Information

Version

1.0

Created at

2020-04-17 19:02:36 UTC

Updated at

2020-11-18 16:39:14 UTC

CannabisDB ID

CDB005034

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

UDP-L-arabinose

Description

UDP-L-arabinose, also known as UDP-beta-L-arap or UDP-b-L-arabinose, belongs to the class of organic compounds known as pyrimidine ribonucleoside diphosphates. These are pyrimidine ribonucleotides with diphosphate group linked to the ribose moiety. UDP-L-arabinose is an extremely weak basic (essentially neutral) compound (based on its pKa). UDP-L-arabinose is expected to be in Cannabis as all living plants are known to produce and metabolize it.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
UDP-beta-L-Arabinose	ChEBI
UDP-beta-L-Arap	ChEBI
Uridine 5'-diphospho-beta-L-arabinopyranose	ChEBI
UDP-b-L-Arabinose	Generator
UDP-Β-L-arabinose	Generator
UDP-b-L-Arap	Generator
UDP-Β-L-arap	Generator
Uridine 5'-diphospho-b-L-arabinopyranose	Generator
Uridine 5'-diphospho-β-L-arabinopyranose	Generator
UDP-b-L-Arabinopyranose	Generator
UDP-β-L-arabinopyranose	Generator
UDP-L-arabinose	HMDB
UDP-arabinose	HMDB
UDP-beta-L-arabinopyranose	HMDB
Uridine 5'-(trihydrogen diphosphate) mono-L-arabinopyranosyl ester	HMDB
Uridine 5'-(trihydrogen pyrophosphate) mono-L-arabinopyranosyl ester	HMDB
Uridine 5'-(trihydrogen pyrophosphate) mono-L-arabinosyl ester	HMDB
Uridine 5'-diphosphate arabinoside	HMDB
Uridine 5'-pyrophosphate, beta-L-arabinosyl ester	HMDB
Uridine 5'-pyrophosphate, β-L-arabinosyl ester	HMDB
Uridine 5’-(trihydrogen diphosphate) mono-L-arabinopyranosyl ester	HMDB
Uridine 5’-(trihydrogen pyrophosphate) mono-L-arabinopyranosyl ester	HMDB
Uridine 5’-(trihydrogen pyrophosphate) mono-L-arabinosyl ester	HMDB
Uridine 5’-diphosphate arabinoside	HMDB
Uridine 5’-pyrophosphate, β-L-arabinosyl ester	HMDB
Uridine diphosphate arabinose	HMDB
Uridine diphospho-beta-L-arabinopyranose	HMDB
Uridine diphospho-β-L-arabinopyranose	HMDB
Uridine diphosphoarabinose	HMDB

Chemical Formula

C₁₄H₂₂N₂O₁₆P₂

Average Molecular Weight

536.28

Monoisotopic Molecular Weight

536.0445

IUPAC Name

{[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}({[hydroxy({[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy})phosphoryl]oxy})phosphinic acid

Traditional Name

[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy([hydroxy([(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy)phosphoryl]oxy)phosphinic acid

CAS Registry Number

15839-78-8

SMILES

O[C@@H]1[C@@H](COP(O)(=O)OP(O)(=O)O[C@H]2OC[C@H](O)[C@H](O)[C@H]2O)O[C@H]([C@@H]1O)N1C=CC(=O)NC1=O

InChI Identifier

InChI=1S/C14H22N2O16P2/c17-5-3-28-13(11(22)8(5)19)31-34(26,27)32-33(24,25)29-4-6-9(20)10(21)12(30-6)16-2-1-7(18)15-14(16)23/h1-2,5-6,8-13,17,19-22H,3-4H2,(H,24,25)(H,26,27)(H,15,18,23)/t5-,6+,8-,9+,10+,11+,12+,13+/m0/s1

InChI Key

DQQDLYVHOTZLOR-IAZOVDBXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidine ribonucleoside diphosphates. These are pyrimidine ribonucleotides with diphosphate group linked to the ribose moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleotides

Sub Class

Pyrimidine ribonucleotides

Direct Parent

Pyrimidine ribonucleoside diphosphates

Alternative Parents

Substituents

Pyrimidine ribonucleoside diphosphate
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Organic pyrophosphate
Pyrimidone
Monoalkyl phosphate
Hydropyrimidine
Monosaccharide
Organic phosphoric acid derivative
Oxane
Phosphoric acid ester
Pyrimidine
Alkyl phosphate
Vinylogous amide
Heteroaromatic compound
Tetrahydrofuran
Lactam
Urea
Secondary alcohol
Oxacycle
Polyol
Organoheterocyclic compound
Azacycle
Alcohol
Organic nitrogen compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

UDP-L-arabinose (CHEBI:61455 )

Ontology

Disposition

Source:

Endogenous

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
logP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-1.2	ALOGPS
logP	-4	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	1.73	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	274.8 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	100.82 m³·mol⁻¹	ChemAxon
Polarizability	43.61 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	UDP-L-arabinose, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-016r-4936760000-00f37a38fe624376e23d	Spectrum
Predicted GC-MS	UDP-L-arabinose, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0300-4642229000-26e6ed2c6eb4497585c2	Spectrum
Predicted GC-MS	UDP-L-arabinose, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	UDP-L-arabinose, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	UDP-L-arabinose, TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	UDP-L-arabinose, TMS_1_4, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	UDP-L-arabinose, TMS_1_5, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	UDP-L-arabinose, TMS_1_6, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	UDP-L-arabinose, TMS_1_7, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	UDP-L-arabinose, TMS_1_8, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	UDP-L-arabinose, TMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	UDP-L-arabinose, TMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	UDP-L-arabinose, TMS_2_4, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	UDP-L-arabinose, TMS_2_5, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	UDP-L-arabinose, TMS_2_6, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	UDP-L-arabinose, TMS_2_7, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	UDP-L-arabinose, TMS_2_8, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	UDP-L-arabinose, TMS_2_9, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	UDP-L-arabinose, TMS_2_10, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	UDP-L-arabinose, TMS_2_11, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	UDP-L-arabinose, TMS_2_12, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	UDP-L-arabinose, TMS_2_13, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	UDP-L-arabinose, TMS_2_14, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	UDP-L-arabinose, TMS_2_15, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	UDP-L-arabinose, TMS_2_16, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0901110000-8ae0db777cff3d445c4c	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-4910000000-67006286cf564f62ff42	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-5900000000-da262c67a1973399a755	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000f-8713790000-946e0081f7ad1a09d3d6	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01ox-9622010000-7089747eea74980128f4	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-06tf-4900000000-53eebd3beb66a7fd8d3f	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0001090000-5cb9330b784831a318c0	2021-09-21	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0btc-5913210000-b3ea7476b5c2e48ecb1f	2021-09-21	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-4956200000-d7160be3d1a922677c83	2021-09-21	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03dr-1800690000-ee1b02fe5fb340e69a4b	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-4961210000-998fdbdb53c26f8dfaa2	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03ea-5921000000-c5798a971977016536d7	2021-09-25	View Spectrum

NMR

Not Available

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0012303

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB028926

KNApSAcK ID

Not Available

Chemspider ID

559145

KEGG Compound ID

C00935

BioCyc ID

CPD-12513

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

644105

PDB ID

Not Available

ChEBI ID

61455

References

General References

Not Available

Showing Compound Card for UDP-L-arabinose (CDB005034)

Structure for CDB005034 (UDP-L-arabinose)