Showing Compound Curdione (FDB013249)

Record Information

Version

1.0

Creation date

2010-04-08 22:10:36 UTC

Update date

2025-11-18 23:42:44 UTC

Primary ID

FDB013249

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Curdione

Description

Curdione belongs to the class of organic compounds known as germacrane sesquiterpenoids. These are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups. Based on a literature review a significant number of articles have been published on Curdione.

CAS Number

13657-68-6

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(+)-Curdione	HMDB
(+)-Germacr-1(10)-ene-5,8-dione	HMDB
Germacr-1(10)-ene-5,8-dione	HMDB
Curdione	MeSH

Predicted Properties

Property	Value	Source
Water Solubility	0.19 g/L	ALOGPS
logP	3.25	ALOGPS
logP	3.79	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	16.65	ChemAxon
pKa (Strongest Basic)	-7.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	70.99 m³·mol⁻¹	ChemAxon
Polarizability	27.62 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C15H24O2

IUPAC name

(6Z)-6,10-dimethyl-3-(propan-2-yl)cyclodec-6-ene-1,4-dione

InChI Identifier

InChI=1S/C15H24O2/c1-10(2)13-9-14(16)12(4)7-5-6-11(3)8-15(13)17/h6,10,12-13H,5,7-9H2,1-4H3/b11-6-

InChI Key

KDPFMRXIVDLQKX-WDZFZDKYSA-N

Isomeric SMILES

CC(C)C1CC(=O)C(C)CC\C=C(C)/CC1=O

Average Molecular Weight

236.3499

Monoisotopic Molecular Weight

236.177630012

Classification

Description

Belongs to the class of organic compounds known as germacrane sesquiterpenoids. These are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Germacrane sesquiterpenoids

Alternative Parents

Substituents

Germacrane sesquiterpenoid
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Cell and elements:

Extracellular

Naturally occurring process:

Biological process:

Biochemical process:

Chemical reaction:

Lipid peroxidation

Biochemical pathway:

Lipid metabolism pathway

Cellular process:

Cell signaling

Role

Industrial application:

Biological role:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 76.23%; H 10.23%; O 13.54%	DFC
Melting Point	Mp 61-62°	DFC
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	[a]25D +26 (c, 1.00 in CHCl3)	DFC
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Curdione, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0006-8490000000-7f0efd10a66464843191	Spectrum
Predicted GC-MS	Curdione, non-derivatized, 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	splash10-000i-0290000000-7ca15e95e2b79ed79778	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000j-8940000000-ee5080c5e15bcb7643eb	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0aor-9200000000-c08dd6046f708e8c88cf	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0090000000-25fb99deae438bf84ae5	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0390000000-f8335d7dc177758d09c8	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-066u-9110000000-e2e9935192864fc90d36	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0090000000-c0031dc201eac6b6350a	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0090000000-ce35d6a35907d30e577f	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004l-0910000000-17b31dd0bf560277454d	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0090000000-c25f9a0216e0fde29eb4	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-0090000000-22b2b4d2dc96405a097d	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fbc-5950000000-2a23375d7108cfc0c1f3	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

4515293

ChEMBL ID

Not Available

KEGG Compound ID

C17493

Pubchem Compound ID

5362828

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB34714

CRC / DFC (Dictionary of Food Compounds) ID

JWL43-I:HQC97-W

EAFUS ID

Not Available

Dr. Duke ID

CURDIONE

BIGG ID

Not Available

KNApSAcK ID

C00011731

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Curdione

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Descriptor	ID	Definition	Reference
Anti-cancer	35610	An agent that inhibits the growth and proliferation of cancer cells, used to treat and manage various types of cancer, including chemotherapy, targeted therapy, and immunotherapy, to reduce tumor size, prevent metastasis, and improve patient survival.	DUKE
Anti leukopenic		An agent that boosts production of leukocytes, helping to prevent or treat leukopenia (low white blood cell count). Its biological role is to stimulate the immune system, and it has therapeutic applications in managing conditions such as chemotherapy-induced leukopenia, infections, and immune disorders. Key medical uses include supporting cancer treatment and preventing infections in immunocompromised patients.	DUKE
Anti sarcomic	35610	An agent that targets sarcomas, a type of cancer that arises from connective tissue. It plays a biological role in inhibiting tumor growth and proliferation. Therapeutically, it is used to manage soft tissue sarcomas, with key medical applications in oncology, particularly in treating rare and aggressive sarcoma subtypes.	DUKE
Antitumor	35610	An agent that inhibits tumor growth and proliferation, playing a crucial role in cancer treatment. Therapeutically, antitumors are used to manage various types of cancer, including chemotherapy, targeted therapy, and immunotherapy, helping to reduce tumor size, prevent metastasis, and improve patient outcomes.	DUKE
Anti X-radiation		An agent that protects against harmful effects of x-ray exposure, mitigating skin damage and erythema, with therapeutic applications in radiation oncology and key medical uses in cancer treatment and diagnostic imaging.	DUKE