Dehydrocurdione

Details

• Internal ID: cd424602-5292-423a-88ac-f8f7b8871b66
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: (6Z,10S)-6,10-dimethyl-3-propan-2-ylidenecyclodec-6-ene-1,4-dione
• SMILES (Canonical): CC1CCC=C(CC(=O)C(=C(C)C)CC1=O)C
• SMILES (Isomeric): C[C@H]1CC/C=C(\CC(=O)C(=C(C)C)CC1=O)/C
• InChI: InChI=1S/C15H22O2/c1-10(2)13-9-14(16)12(4)7-5-6-11(3)8-15(13)17/h6,12H,5,7-9H2,1-4H3/b11-6-/t12-/m0/s1
• InChI Key: ZYPUZCWWTYIGFV-DSDFTUOUSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.62
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 38230-32-9
• (6Z,10S)-6,10-dimethyl-3-propan-2-ylidenecyclodec-6-ene-1,4-dione
• AKOS040763731
• E88990
• Q27149859
• (6Z,10S)-6,10-dimethyl-3-(propan-2-ylidene)cyclodec-6-ene-1,4-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.8165	81.65%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6853	68.53%
OATP2B1 inhibitior	-	0.8476	84.76%
OATP1B1 inhibitior	+	0.9465	94.65%
OATP1B3 inhibitior	+	0.9307	93.07%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5757	57.57%
P-glycoprotein inhibitior	-	0.9560	95.60%
P-glycoprotein substrate	-	0.9301	93.01%
CYP3A4 substrate	-	0.5183	51.83%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.8708	87.08%
CYP2C9 inhibition	-	0.8278	82.78%
CYP2C19 inhibition	-	0.7460	74.60%
CYP2D6 inhibition	-	0.9349	93.49%
CYP1A2 inhibition	-	0.6352	63.52%
CYP2C8 inhibition	-	0.9261	92.61%
CYP inhibitory promiscuity	-	0.8898	88.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5962	59.62%
Eye corrosion	-	0.8891	88.91%
Eye irritation	+	0.7161	71.61%
Skin irritation	+	0.5804	58.04%
Skin corrosion	-	0.9627	96.27%
Ames mutagenesis	-	0.7328	73.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4888	48.88%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.7158	71.58%
skin sensitisation	+	0.8493	84.93%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.6497	64.97%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.5913	59.13%
Acute Oral Toxicity (c)	II	0.4719	47.19%
Estrogen receptor binding	-	0.9208	92.08%
Androgen receptor binding	-	0.6777	67.77%
Thyroid receptor binding	-	0.7714	77.14%
Glucocorticoid receptor binding	-	0.6961	69.61%
Aromatase binding	-	0.8963	89.63%
PPAR gamma	-	0.7731	77.31%
Honey bee toxicity	-	0.9168	91.68%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9724	97.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	95.71%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.61%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.07%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.99%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.49%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.84%	91.11%
CHEMBL4208	P20618	Proteasome component C5	85.29%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.04%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.80%	100.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.02%	86.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.79%	93.00%

Plants that contains it

• Curcuma zedoaria

Cross-Links

• PubChem: 6442617
• LOTUS: LTS0020226
• wikiData: Q27149859