(E)-beta-Damascone

Details

• Internal ID: 476e3081-70fe-46ae-a0c5-9b3414cb94e0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Alpha,beta-unsaturated ketones > Enones
• IUPAC Name: (E)-1-(2,6,6-trimethylcyclohexen-1-yl)but-2-en-1-one
• SMILES (Canonical): CC=CC(=O)C1=C(CCCC1(C)C)C
• SMILES (Isomeric): C/C=C/C(=O)C1=C(CCCC1(C)C)C
• InChI: InChI=1S/C13H20O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5,7H,6,8-9H2,1-4H3/b7-5+
• InChI Key: BGTBFNDXYDYBEY-FNORWQNLSA-N
• Popularity: 98 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₀O
• Molecular Weight: 192.30 g/mol
• Exact Mass: 192.151415257 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.66
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 23726-91-2
• Damasione
• 4-(2,6,6-Trimethylcyclohex-1-enyl)but-2-en-4-one
• (2E)-1-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-en-1-one
• DTXSID7051890
• J131X1Y3RE
• DTXCID50210415
• DORINONE
• RefChem:1079676
• DIHYDRO FLORIFFONE B
• 620-561-0
• 245-842-1
• E-beta-damascone
• damascone
• (E)-beta-Damascone
• trans-beta-Damascone
• (E)-1-(2,6,6-trimethylcyclohexen-1-yl)but-2-en-1-one
• (E)-1-(2,6,6-Trimethylcyclohex-1-en-1-yl)but-2-en-1-one
• MFCD00661756
• 2-Buten-1-one, 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (2E)-
• 2-Buten-1-one, 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-
• I75J0X33Q6
• Rose dihydroketone
• FEMA 3243
• beta-Damascone, (E)-
• EINECS 245-842-1
• BRN 2046078
• UNII-J131X1Y3RE
• 4-(2.6.6-TRIMETHYL CYCLOHEX-1-ENYL)-BUT-2-EN-4-ONE
• UNII-I75J0X33Q6
• (E)-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-buten-1-one
• .beta.-Damascone
• damascone (e-beta-)
• (E)-1-(2,6,6-Trimethylcyclohex-1-enyl)-2-buten-1-one
• |_-DAMASCONE
• 2-Buten-1-one, 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (E)-
• |A-Damascone (Standard)
• EC 245-842-1
• SCHEMBL128464
• (E)-.BETA.-DAMASCONE
• TRANS-.BETA.-DAMASCONE
• orb1297006
• CHEMBL4565078
• .BETA.-DAMASCONE, TRANS-
• CHEBI:192137
• .BETA.-DAMASCONE, (E)-
• HY-N10013R
• BB_NC-01377
• FEMA NO. 3243, E-
• Tox21_304045
• 2-BUTEN-1-ONE, 1-(2,6,6-TRIMETHYLCYCLOHEX-1-ENYL)-, (E)-
• HY-N10013
• MSK014118
• STL570067
• AKOS006228373
• EBC-617622
• beta-Damascone, >=95%, sum of isomers
• MSK014118-1000B
• NCGC00357252-01
• DA-62648
• beta-Damascone, technical, >=90% (GC)
• CAS-23726-91-2
• 2,6,6-Trimethyl-1-crotonoyl-1-cyclohexene
• CS-0253684
• NS00093616
• beta-Damascone Solution in Acetone, 1000ug/mL
• G12617
• 726D912
• trans-2,6,6-trimethyl-1-crotonoyl-1-cyclohexene
• Q1051071
• TRANS-2,6,6-TRIMETHYL-1-CROTONYLCYCLOHEX-1-ENE
• (E)-1-(2,6,6-trimethyl-1-cyclohexenyl)-but-2-en-1-one
• (E)-1-(2,6,6-trimethylcyclohex-1-enyl)but-2-en-1-one
• 3-Buten-1-one, 4-[2,6,6-trimethyl-1(or 2)-cyclohexen-1-yl]-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.9385	93.85%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Lysosomes	0.4058	40.58%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.8007	80.07%
OATP1B3 inhibitior	-	0.2982	29.82%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7730	77.30%
P-glycoprotein inhibitior	-	0.9812	98.12%
P-glycoprotein substrate	-	0.9792	97.92%
CYP3A4 substrate	-	0.5231	52.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.9491	94.91%
CYP2C9 inhibition	-	0.8616	86.16%
CYP2C19 inhibition	-	0.8316	83.16%
CYP2D6 inhibition	-	0.9513	95.13%
CYP1A2 inhibition	-	0.7697	76.97%
CYP2C8 inhibition	-	0.9106	91.06%
CYP inhibitory promiscuity	-	0.6895	68.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6600	66.00%
Carcinogenicity (trinary)	Non-required	0.5366	53.66%
Eye corrosion	-	0.9110	91.10%
Eye irritation	+	0.7318	73.18%
Skin irritation	+	0.8689	86.89%
Skin corrosion	-	0.9804	98.04%
Ames mutagenesis	-	0.8118	81.18%
Human Ether-a-go-go-Related Gene inhibition	-	0.6613	66.13%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	+	0.6054	60.54%
skin sensitisation	+	0.9333	93.33%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.9750	97.50%
Nephrotoxicity	-	0.6314	63.14%
Acute Oral Toxicity (c)	III	0.7883	78.83%
Estrogen receptor binding	-	0.9844	98.44%
Androgen receptor binding	-	0.7988	79.88%
Thyroid receptor binding	-	0.7274	72.74%
Glucocorticoid receptor binding	-	0.9051	90.51%
Aromatase binding	-	0.9312	93.12%
PPAR gamma	-	0.8642	86.42%
Honey bee toxicity	-	0.9397	93.97%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9778	97.78%

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	91.48%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.00%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.93%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.84%	95.50%
CHEMBL230	P35354	Cyclooxygenase-2	84.45%	89.63%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.88%	86.33%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.49%	98.75%

Plants that contains it

• Baccharis dracunculifolia
• Scutellaria baicalensis

Cross-Links

• PubChem: 5374527
• LOTUS: LTS0185057
• wikiData: Q1051071