ContaminantDB: Aromadendrin

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-25 21:58:49 UTC

Update Date

2016-11-09 01:17:58 UTC

Accession Number

CHEM024871

Identification

Common Name

Aromadendrin

Class

Small Molecule

Description

A tetrahydroxyflavanone having hydroxy groupa at the 3-, 4'-, 5- and 7-positions.

Contaminant Sources

FooDB Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(+)-Aromadendrin	ChEBI
(2R,3R)-Dihydrokaempferol	ChEBI
Dihydrokaempferol	ChEBI
(+)-Dihydrokaempferol	Kegg
(+)-trans-3,4',5,7-Tetrahydroxyflavanone	HMDB
(2R,3R)-2,3-dihydro-3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one	HMDB
Aromadendrol	HMDB
Katuranin	HMDB
Aromadedrin	MeSH, HMDB
dihydro-Kaempferol	MeSH, HMDB
dihydro-Kempferol	MeSH, HMDB
Dihydrokempferol	MeSH, HMDB
3,4',5,7-Tetrahydroxyflavanone	PhytoBank
3,4’,5,7-Tetrahydroxyflavanone	PhytoBank
(+)-(2R,3R)-Dihydrokaempferol	PhytoBank
(2R,3R)-3,4',5,7-Tetrahydroxyflavanone	PhytoBank
(2R,3R)-3,4’,5,7-Tetrahydroxyflavanone	PhytoBank
(2R,3R)-Katuranin	PhytoBank
Aromadendrin	PhytoBank
Aromadendrine	PhytoBank

Chemical Formula

C₁₅H₁₂O₆

Average Molecular Mass

288.252 g/mol

Monoisotopic Mass

288.063 g/mol

CAS Registry Number

480-20-6

IUPAC Name

(2R,3R)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

(+)-dihydrokaempferol

SMILES

O[C@@H]1[C@H](OC2=CC(O)=CC(O)=C2C1=O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C15H12O6/c16-8-3-1-7(2-4-8)15-14(20)13(19)12-10(18)5-9(17)6-11(12)21-15/h1-6,14-18,20H/t14-,15+/m0/s1

InChI Key

PADQINQHPQKXNL-LSDHHAIUSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as flavanonols. Flavanonols are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a hydroxyl group and a ketone at the carbon C2 and C3, respectively.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Flavanonols

Alternative Parents

Substituents

3-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavanonol
Hydroxyflavonoid
Chromone
Chromane
Benzopyran
1-benzopyran
Aryl alkyl ketone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Secondary alcohol
Ketone
Polyol
Ether
Organoheterocyclic compound
Oxacycle
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

tetrahydroxyflavanone (CHEBI:15401 )
dihydroflavonols (CHEBI:15401 )
Dihyroflavonols (C00974 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.97 g/L	ALOGPS
logP	1.23	ALOGPS
logP	2.12	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	7.75	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	72.63 m³·mol⁻¹	ChemAxon
Polarizability	28.06 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-1980000000-7cc958a9df81a10ae014	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positive	splash10-0imi-2640190000-17f316a7c4647990a2a1	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, positive	splash10-000i-0090000000-e14b8e1e7fc48a934282	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 4V, positive	splash10-000i-0190000000-caa95001f74424bb5222	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 6V, positive	splash10-000l-0390000000-8b70a51c1d08add76cf3	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 9V, positive	splash10-0f6y-0960000000-b5c81668eb25d016bb9a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 13V, positive	splash10-0zfs-0920000000-d3910e809932fbdc1335	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 16V, positive	splash10-0zfs-0910000000-e6f229665ff43b8145a0	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 21V, positive	splash10-0pba-0900000000-c780a80ff30a1abeba78	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 26V, positive	splash10-0pb9-2900000000-c4b467ede4839437ed7e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 31V, positive	splash10-0aor-4900000000-c1e3fa3d2f2a0c2ba764	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 36V, positive	splash10-066r-7900000000-1c0136dd8c1655bec51c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 43V, positive	splash10-014i-9600000000-5763889d46e13d284435	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 49V, positive	splash10-014i-9400000000-a998ccc5e9ebd751af38	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 59V, positive	splash10-0gb9-9200000000-07dde11b111d2476a231	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 20V, positive	splash10-0udi-0900000000-68e4c8151c0f883627d9	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 20V, positive	splash10-014j-0790000000-7f8b28dbff78e274843d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 20V, positive	splash10-0002-0900000000-5f1aa642fd3aeaee0a73	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 20V, positive	splash10-0006-0090000000-57c4f9f24ca1c1e7c232	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 20V, positive	splash10-0006-9000000000-59c49d4b3fd90c1740fd	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 20V, positive	splash10-00di-0900000000-ffdcca5bd2b965040c67	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0190000000-4ceeaed3349641593d66	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0kg9-0960000000-b54d012869a01298fd89	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0kmr-4900000000-cb8757bc53bef9864fed	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0290000000-72d51ba5728ad3048a1e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-1960000000-7be39e33eed6781c50f6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a73-5910000000-a72844280b3dd1d0350e	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0030847

FooDB ID

FDB002806

Phenol Explorer ID

Not Available

KNApSAcK ID

C00007234

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Chemspider ID

ChEBI ID

PubChem Compound ID

Kegg Compound ID

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.

Aromadendrin (CHEM024871)

Structure for CHEM024871: Aromadendrin