5-Hydroxy-6,6,11-trimethyl-3-propan-2-yltricyclo[7.4.1.05,14]tetradeca-1(13),2,9(14),11-tetraen-4-one

Details

• Internal ID: 6d4ac67d-af00-4a3d-a6f9-5948dd8d9261
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 5-hydroxy-6,6,11-trimethyl-3-propan-2-yltricyclo[7.4.1.05,14]tetradeca-1(13),2,9(14),11-tetraen-4-one
• SMILES (Canonical): CC1=CC=C2C=C(C(=O)C3(C2=C(C1)CCC3(C)C)O)C(C)C
• SMILES (Isomeric): CC1=CC=C2C=C(C(=O)C3(C2=C(C1)CCC3(C)C)O)C(C)C
• InChI: InChI=1S/C20H26O2/c1-12(2)16-11-14-7-6-13(3)10-15-8-9-19(4,5)20(22,17(14)15)18(16)21/h6-7,11-12,22H,8-10H2,1-5H3
• InChI Key: UDAMKGHKZTVCKK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₂
• Molecular Weight: 298.40 g/mol
• Exact Mass: 298.193280068 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.28
• H-Bond Acceptor: 2
• 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	+	0.9973	99.73%
Caco-2	+	0.8782	87.82%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7437	74.37%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.9196	91.96%
OATP1B3 inhibitior	+	0.9420	94.20%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.6228	62.28%
P-glycoprotein inhibitior	-	0.8967	89.67%
P-glycoprotein substrate	-	0.8236	82.36%
CYP3A4 substrate	+	0.6100	61.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8503	85.03%
CYP3A4 inhibition	-	0.7884	78.84%
CYP2C9 inhibition	-	0.5745	57.45%
CYP2C19 inhibition	+	0.5817	58.17%
CYP2D6 inhibition	-	0.8763	87.63%
CYP1A2 inhibition	-	0.6420	64.20%
CYP2C8 inhibition	-	0.9400	94.00%
CYP inhibitory promiscuity	-	0.7232	72.32%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5562	55.62%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.8716	87.16%
Skin irritation	+	0.5212	52.12%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4130	41.30%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.6378	63.78%
skin sensitisation	+	0.5621	56.21%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7437	74.37%
Acute Oral Toxicity (c)	III	0.7604	76.04%
Estrogen receptor binding	-	0.5089	50.89%
Androgen receptor binding	+	0.5340	53.40%
Thyroid receptor binding	+	0.7867	78.67%
Glucocorticoid receptor binding	+	0.5379	53.79%
Aromatase binding	+	0.5840	58.40%
PPAR gamma	+	0.6271	62.71%
Honey bee toxicity	-	0.9011	90.11%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9915	99.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.53%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.91%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.40%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.08%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.54%	99.23%
CHEMBL230	P35354	Cyclooxygenase-2	88.44%	89.63%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.04%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	85.48%	94.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.56%	90.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.48%	96.77%
CHEMBL1951	P21397	Monoamine oxidase A	82.27%	91.49%
CHEMBL4208	P20618	Proteasome component C5	81.58%	90.00%

Plants that contains it

• Salvia candidissima
• Salvia prionitis

Cross-Links

• PubChem: 163093446
• LOTUS: LTS0173221
• wikiData: Q105270269