(S)-Turmerone

Details

• Internal ID: c6255f68-8ef9-4d7d-868a-e8413e7b9f20
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (6S)-2-methyl-6-(4-methylcyclohexa-1,4-dien-1-yl)hept-2-en-4-one
• SMILES (Canonical): CC1=CCC(=CC1)C(C)CC(=O)C=C(C)C
• SMILES (Isomeric): CC1=CCC(=CC1)[C@@H](C)CC(=O)C=C(C)C
• InChI: InChI=1S/C15H22O/c1-11(2)9-15(16)10-13(4)14-7-5-12(3)6-8-14/h5,8-9,13H,6-7,10H2,1-4H3/t13-/m0/s1
• InChI Key: FZPYMZUVXJUAQA-ZDUSSCGKSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O
• Molecular Weight: 218.33 g/mol
• Exact Mass: 218.167065321 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.21
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• CHEBI:81132
• (s)-(+)-turmerone
• CHEMBL2272665
• 56485-42-8
• C17494
• Q27155090
• (6S)-2-methyl-6-(4-methylcyclohexa-1,4-dien-1-yl)hept-2-en-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.8436	84.36%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5060	50.60%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.9350	93.50%
OATP1B3 inhibitior	+	0.9325	93.25%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6194	61.94%
P-glycoprotein inhibitior	-	0.9842	98.42%
P-glycoprotein substrate	-	0.8821	88.21%
CYP3A4 substrate	-	0.5697	56.97%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.8631	86.31%
CYP3A4 inhibition	-	0.8880	88.80%
CYP2C9 inhibition	-	0.8575	85.75%
CYP2C19 inhibition	-	0.8459	84.59%
CYP2D6 inhibition	-	0.9397	93.97%
CYP1A2 inhibition	-	0.6609	66.09%
CYP2C8 inhibition	-	0.9727	97.27%
CYP inhibitory promiscuity	-	0.6522	65.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5236	52.36%
Carcinogenicity (trinary)	Non-required	0.5689	56.89%
Eye corrosion	-	0.6158	61.58%
Eye irritation	+	0.7940	79.40%
Skin irritation	+	0.7441	74.41%
Skin corrosion	-	0.9620	96.20%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7084	70.84%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.5995	59.95%
skin sensitisation	+	0.9562	95.62%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.7778	77.78%
Mitochondrial toxicity	-	0.9750	97.50%
Nephrotoxicity	+	0.5563	55.63%
Acute Oral Toxicity (c)	III	0.6670	66.70%
Estrogen receptor binding	-	0.9152	91.52%
Androgen receptor binding	-	0.6490	64.90%
Thyroid receptor binding	-	0.7571	75.71%
Glucocorticoid receptor binding	-	0.6476	64.76%
Aromatase binding	-	0.8517	85.17%
PPAR gamma	-	0.7680	76.80%
Honey bee toxicity	-	0.9582	95.82%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9816	98.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	94.40%	97.21%
CHEMBL3401	O75469	Pregnane X receptor	93.44%	94.73%
CHEMBL2581	P07339	Cathepsin D	93.08%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.42%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.72%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.09%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.82%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.51%	96.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.07%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.94%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.04%	93.56%

Plants that contains it

• Adiantum capillus-veneris
• Curcuma aromatica
• Curcuma longa
• Curcuma zedoaria
• Fraxinus quadrangulata
• Gleditsia triacanthos
• Goniothalamus borneensis
• Jacobaea maritima
• Mimosa pudica
• Robinia pseudoacacia
• Vachellia karroo

Cross-Links

• PubChem: 14367555
• NPASS: NPC32351
• LOTUS: LTS0181864
• wikiData: Q27155090