(3E,6E,10S)-3-(1-hydroxypropan-2-ylidene)-6,10-dimethylcyclodec-6-ene-1,4-dione

Details

• Internal ID: 7beb951c-04fb-46ef-a041-7b76a561b11f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: (3E,6E,10S)-3-(1-hydroxypropan-2-ylidene)-6,10-dimethylcyclodec-6-ene-1,4-dione
• SMILES (Canonical): CC1CCC=C(CC(=O)C(=C(C)CO)CC1=O)C
• SMILES (Isomeric): C[C@H]1CC/C=C(/CC(=O)/C(=C(\C)/CO)/CC1=O)\C
• InChI: InChI=1S/C15H22O3/c1-10-5-4-6-11(2)14(17)8-13(12(3)9-16)15(18)7-10/h5,11,16H,4,6-9H2,1-3H3/b10-5+,13-12+/t11-/m0/s1
• InChI Key: FMUWMJPKVJVVFR-XMFBRCTISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9910	99.10%
Caco-2	+	0.7978	79.78%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8448	84.48%
OATP2B1 inhibitior	-	0.8509	85.09%
OATP1B1 inhibitior	+	0.9444	94.44%
OATP1B3 inhibitior	+	0.9534	95.34%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.6443	64.43%
P-glycoprotein inhibitior	-	0.9454	94.54%
P-glycoprotein substrate	-	0.8441	84.41%
CYP3A4 substrate	+	0.5070	50.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8759	87.59%
CYP3A4 inhibition	+	0.5765	57.65%
CYP2C9 inhibition	-	0.7041	70.41%
CYP2C19 inhibition	-	0.7000	70.00%
CYP2D6 inhibition	-	0.7034	70.34%
CYP1A2 inhibition	+	0.6015	60.15%
CYP2C8 inhibition	-	0.8856	88.56%
CYP inhibitory promiscuity	-	0.8984	89.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8728	87.28%
Carcinogenicity (trinary)	Non-required	0.6935	69.35%
Eye corrosion	-	0.9711	97.11%
Eye irritation	+	0.5485	54.85%
Skin irritation	-	0.5972	59.72%
Skin corrosion	-	0.9682	96.82%
Ames mutagenesis	-	0.7428	74.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5343	53.43%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.5960	59.60%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.6657	66.57%
Acute Oral Toxicity (c)	III	0.7180	71.80%
Estrogen receptor binding	-	0.8270	82.70%
Androgen receptor binding	-	0.5139	51.39%
Thyroid receptor binding	-	0.6786	67.86%
Glucocorticoid receptor binding	-	0.6326	63.26%
Aromatase binding	-	0.8109	81.09%
PPAR gamma	-	0.6716	67.16%
Honey bee toxicity	-	0.9284	92.84%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9526	95.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.59%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	95.71%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.88%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.79%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.76%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.26%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.90%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.97%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.00%	86.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.61%	94.80%
CHEMBL4208	P20618	Proteasome component C5	81.61%	90.00%

Plants that contains it

• Adiantum capillus-veneris
• Curcuma aromatica
• Fraxinus quadrangulata
• Goniothalamus borneensis
• Jacobaea maritima

Cross-Links

• PubChem: 21769413
• NPASS: NPC251901
• LOTUS: LTS0069064
• wikiData: Q104998075