5-Hydroxy-10-(hydroxymethyl)-3,7,7-trimethylcycloundeca-2,9-diene-1,6-dione

Details

• Internal ID: c1a3f59a-bbc6-4d5c-bb90-b567771cfd2b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5-hydroxy-10-(hydroxymethyl)-3,7,7-trimethylcycloundeca-2,9-diene-1,6-dione
• SMILES (Canonical): CC1=CC(=O)CC(=CCC(C(=O)C(C1)O)(C)C)CO
• SMILES (Isomeric): CC1=CC(=O)CC(=CCC(C(=O)C(C1)O)(C)C)CO
• InChI: InChI=1S/C15H22O4/c1-10-6-12(17)8-11(9-16)4-5-15(2,3)14(19)13(18)7-10/h4,6,13,16,18H,5,7-9H2,1-3H3
• InChI Key: PZFKXSCUORIDQC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.56
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9798	97.98%
Caco-2	+	0.6950	69.50%
Blood Brain Barrier	+	0.5885	58.85%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8381	83.81%
OATP2B1 inhibitior	-	0.8526	85.26%
OATP1B1 inhibitior	+	0.9028	90.28%
OATP1B3 inhibitior	+	0.9485	94.85%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6012	60.12%
P-glycoprotein inhibitior	-	0.9619	96.19%
P-glycoprotein substrate	-	0.8216	82.16%
CYP3A4 substrate	+	0.5539	55.39%
CYP2C9 substrate	-	0.7976	79.76%
CYP2D6 substrate	-	0.8696	86.96%
CYP3A4 inhibition	-	0.5631	56.31%
CYP2C9 inhibition	-	0.8422	84.22%
CYP2C19 inhibition	-	0.8570	85.70%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.8966	89.66%
CYP2C8 inhibition	-	0.8870	88.70%
CYP inhibitory promiscuity	-	0.9286	92.86%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8728	87.28%
Carcinogenicity (trinary)	Non-required	0.6882	68.82%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.5510	55.10%
Skin irritation	-	0.7380	73.80%
Skin corrosion	-	0.9663	96.63%
Ames mutagenesis	-	0.5337	53.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7037	70.37%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5285	52.85%
skin sensitisation	-	0.6417	64.17%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7060	70.60%
Acute Oral Toxicity (c)	III	0.6633	66.33%
Estrogen receptor binding	-	0.7524	75.24%
Androgen receptor binding	-	0.5087	50.87%
Thyroid receptor binding	-	0.5852	58.52%
Glucocorticoid receptor binding	+	0.7296	72.96%
Aromatase binding	-	0.6476	64.76%
PPAR gamma	-	0.6711	67.11%
Honey bee toxicity	-	0.9045	90.45%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9380	93.80%

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	95.41%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.06%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.11%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.05%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.00%	95.56%
CHEMBL4208	P20618	Proteasome component C5	87.31%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.27%	100.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.13%	86.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.24%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	82.14%	97.79%
CHEMBL230	P35354	Cyclooxygenase-2	80.51%	89.63%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.40%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.12%	85.14%

Plants that contains it

• Taxus brevifolia

Cross-Links

• PubChem: 163031998
• LOTUS: LTS0155108
• wikiData: Q105216957