(3E,7E,10Z)-10-(1-hydroxypropan-2-ylidene)-3,7-dimethylcyclodeca-3,7-dien-1-one

Details

• Internal ID: 5eecf098-28e6-456d-b98c-5171b82f0781
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: (3E,7E,10Z)-10-(1-hydroxypropan-2-ylidene)-3,7-dimethylcyclodeca-3,7-dien-1-one
• SMILES (Canonical): CC1=CCC(=C(C)CO)C(=O)CC(=CCC1)C
• SMILES (Isomeric): C/C/1=C\C/C(=C(\C)/CO)/C(=O)C/C(=C/CC1)/C
• InChI: InChI=1S/C15H22O2/c1-11-5-4-6-12(2)9-15(17)14(8-7-11)13(3)10-16/h6-7,16H,4-5,8-10H2,1-3H3/b11-7+,12-6+,14-13-
• InChI Key: OYONKNQJEXRUQZ-AMEYMCPOSA-N
• Popularity: 0 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): 37.30 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.33
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEBI:81129
• C17491

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.9114	91.14%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7123	71.23%
OATP2B1 inhibitior	-	0.8513	85.13%
OATP1B1 inhibitior	+	0.9565	95.65%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.6166	61.66%
P-glycoprotein inhibitior	-	0.9442	94.42%
P-glycoprotein substrate	-	0.9316	93.16%
CYP3A4 substrate	-	0.5162	51.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8661	86.61%
CYP3A4 inhibition	-	0.6419	64.19%
CYP2C9 inhibition	-	0.8290	82.90%
CYP2C19 inhibition	-	0.7512	75.12%
CYP2D6 inhibition	-	0.8237	82.37%
CYP1A2 inhibition	+	0.5938	59.38%
CYP2C8 inhibition	-	0.8932	89.32%
CYP inhibitory promiscuity	-	0.8487	84.87%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8628	86.28%
Carcinogenicity (trinary)	Non-required	0.6774	67.74%
Eye corrosion	-	0.9396	93.96%
Eye irritation	+	0.7535	75.35%
Skin irritation	-	0.5657	56.57%
Skin corrosion	-	0.9715	97.15%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6076	60.76%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	+	0.5794	57.94%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.5341	53.41%
Acute Oral Toxicity (c)	III	0.7966	79.66%
Estrogen receptor binding	-	0.8565	85.65%
Androgen receptor binding	-	0.6381	63.81%
Thyroid receptor binding	-	0.8404	84.04%
Glucocorticoid receptor binding	-	0.6422	64.22%
Aromatase binding	-	0.7556	75.56%
PPAR gamma	-	0.5376	53.76%
Honey bee toxicity	-	0.9273	92.73%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8955	89.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.18%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.07%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.88%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.99%	96.09%
CHEMBL4208	P20618	Proteasome component C5	86.20%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.40%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.79%	100.00%

Plants that contains it

• Curcuma zedoaria

Cross-Links

• PubChem: 46173921
• NPASS: NPC240267