2,5-Hexanedione

Details

• Internal ID: 176b4009-6285-41f0-a95a-5f1a21af34c9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Ketones
• IUPAC Name: hexane-2,5-dione
• SMILES (Canonical): CC(=O)CCC(=O)C
• SMILES (Isomeric): CC(=O)CCC(=O)C
• InChI: InChI=1S/C6H10O2/c1-5(7)3-4-6(2)8/h3-4H2,1-2H3
• InChI Key: OJVAMHKKJGICOG-UHFFFAOYSA-N
• Popularity: 1,271 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₀O₂
• Molecular Weight: 114.14 g/mol
• Exact Mass: 114.068079557 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.94
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• Acetonylacetone
• 110-13-4
• Hexane-2,5-dione
• 1,2-Diacetylethane
• Diacetonyl
• Acetonyl acetone
• 2,5-Diketohexane
• 2,5-Hexadione
• Acetone, acetonyl-
• 2,5-Hexandione
• 2,5-Dioxohexane
• alpha,beta-Diacetylethane
• NSC 7621
• .alpha.,.beta.-Diacetylethane
• NSC-7621
• CH3COCH2CH2COCH3
• MLS001065580
• DTXSID8030138
• CHEBI:85014
• C0Z8884J3P
• SMR000568468
• CCRIS 2919
• hexanedione, 2,5-
• EINECS 203-738-3
• acetonylaceton
• BRN 0506525
• UNII-C0Z8884J3P
• AI3-02399
• hexan-2
• hexan-2,5-dione
• hexan-2,5-dion
• MFCD00008792
• ACAN
• 2,5-hexane-di-one
• Hexanedione-(2,5)
• 2,5-Hexanedione, 97%
• cid_8035
• ACETONYLACETONE [MI]
• SCHEMBL10001
• 4-01-00-03688 (Beilstein Handbook Reference)
• 2,5-Hexanedione, >=98%
• WLN: 1V2V1
• CHEMBL1564795
• DTXCID6010138
• BDBM73981
• Acetonylacetone/2,5-Diketohexane
• NSC7621
• AMY25528
• CS-D1203
• Tox21_200618
• LMFA12000081
• 2,5-Hexanedione, analytical standard
• AKOS000119007
• GS-3782
• NCGC00091466-01
• NCGC00091466-02
• NCGC00258172-01
• CAS-110-13-4
• FT-0621812
• H0101
• EN300-19144
• 2,5-Hexanedione, puriss. p.a., >=99.0%
• D71099
• 2,5-Hexanedione, Vetec(TM) reagent grade, 98%
• A802149
• Q209264
• Q-200202
• F0001-0216
• InChI=1/C6H10O2/c1-5(7)3-4-6(2)8/h3-4H2,1-2H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9891	98.91%
Caco-2	+	0.8199	81.99%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7038	70.38%
OATP2B1 inhibitior	-	0.8469	84.69%
OATP1B1 inhibitior	+	0.9616	96.16%
OATP1B3 inhibitior	+	0.9558	95.58%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9406	94.06%
P-glycoprotein inhibitior	-	0.9727	97.27%
P-glycoprotein substrate	-	0.9911	99.11%
CYP3A4 substrate	-	0.8009	80.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7622	76.22%
CYP3A4 inhibition	-	0.9644	96.44%
CYP2C9 inhibition	-	0.9487	94.87%
CYP2C19 inhibition	-	0.9387	93.87%
CYP2D6 inhibition	-	0.9477	94.77%
CYP1A2 inhibition	-	0.5753	57.53%
CYP2C8 inhibition	-	0.9973	99.73%
CYP inhibitory promiscuity	-	0.9460	94.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5411	54.11%
Carcinogenicity (trinary)	Non-required	0.7828	78.28%
Eye corrosion	+	0.9925	99.25%
Eye irritation	+	0.9914	99.14%
Skin irritation	+	0.8074	80.74%
Skin corrosion	-	0.5329	53.29%
Ames mutagenesis	-	0.9400	94.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7526	75.26%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	+	0.7255	72.55%
Respiratory toxicity	-	0.9778	97.78%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.5985	59.85%
Acute Oral Toxicity (c)	III	0.8576	85.76%
Estrogen receptor binding	-	0.9770	97.70%
Androgen receptor binding	-	0.9424	94.24%
Thyroid receptor binding	-	0.9273	92.73%
Glucocorticoid receptor binding	-	0.9642	96.42%
Aromatase binding	-	0.9182	91.82%
PPAR gamma	-	0.8980	89.80%
Honey bee toxicity	-	0.9684	96.84%
Biodegradation	+	0.9000	90.00%
Crustacea aquatic toxicity	-	0.8900	89.00%
Fish aquatic toxicity	-	0.7303	73.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.96%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	89.84%	83.82%
CHEMBL2581	P07339	Cathepsin D	82.83%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.27%	99.17%

Plants that contains it

• Pueraria montana var. lobata
• Vitis vinifera

Cross-Links

• PubChem: 8035
• LOTUS: LTS0263794
• wikiData: Q104923011