1-(7-Hydroxy-1,5,9-trimethylcycloundeca-2,5,9-trien-1-yl)-4-methylpentan-3-one

Details

• Internal ID: 48602d97-a5d9-4458-9781-b32c6062c710
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 1-(7-hydroxy-1,5,9-trimethylcycloundeca-2,5,9-trien-1-yl)-4-methylpentan-3-one
• SMILES (Canonical): CC1=CC(CC(=CCC(C=CC1)(C)CCC(=O)C(C)C)C)O
• SMILES (Isomeric): CC1=CC(CC(=CCC(C=CC1)(C)CCC(=O)C(C)C)C)O
• InChI: InChI=1S/C20H32O2/c1-15(2)19(22)9-12-20(5)10-6-7-16(3)13-18(21)14-17(4)8-11-20/h6,8,10,13,15,18,21H,7,9,11-12,14H2,1-5H3
• InChI Key: HCLWGYFDYQBGJU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.99
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.8065	80.65%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6479	64.79%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.9134	91.34%
OATP1B3 inhibitior	+	0.9711	97.11%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9208	92.08%
P-glycoprotein inhibitior	-	0.7432	74.32%
P-glycoprotein substrate	-	0.7419	74.19%
CYP3A4 substrate	+	0.5785	57.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8152	81.52%
CYP3A4 inhibition	-	0.7996	79.96%
CYP2C9 inhibition	-	0.8248	82.48%
CYP2C19 inhibition	-	0.7795	77.95%
CYP2D6 inhibition	-	0.9290	92.90%
CYP1A2 inhibition	-	0.7168	71.68%
CYP2C8 inhibition	-	0.8496	84.96%
CYP inhibitory promiscuity	-	0.8644	86.44%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8628	86.28%
Carcinogenicity (trinary)	Non-required	0.6409	64.09%
Eye corrosion	-	0.9398	93.98%
Eye irritation	-	0.9148	91.48%
Skin irritation	+	0.6846	68.46%
Skin corrosion	-	0.9656	96.56%
Ames mutagenesis	-	0.6237	62.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6923	69.23%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	+	0.8155	81.55%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.4852	48.52%
Acute Oral Toxicity (c)	III	0.8826	88.26%
Estrogen receptor binding	+	0.5312	53.12%
Androgen receptor binding	-	0.7685	76.85%
Thyroid receptor binding	+	0.6077	60.77%
Glucocorticoid receptor binding	-	0.5961	59.61%
Aromatase binding	-	0.5221	52.21%
PPAR gamma	+	0.6068	60.68%
Honey bee toxicity	-	0.8330	83.30%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9032	90.32%

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	97.69%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.73%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.49%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.17%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.18%	96.61%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.90%	90.71%
CHEMBL2996	Q05655	Protein kinase C delta	85.30%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.42%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.95%	96.47%
CHEMBL221	P23219	Cyclooxygenase-1	82.82%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.06%	97.09%
CHEMBL4208	P20618	Proteasome component C5	81.56%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.57%	89.00%

Plants that contains it

• Odontoschisma denudatum

Cross-Links

• PubChem: 162876095
• LOTUS: LTS0120160
• wikiData: Q105025818