1-Hydroxy-8-methyl-13-methylidene-3-propan-2-yltricyclo[7.5.1.05,15]pentadeca-3,5(15),6,8-tetraen-2-one

Details

• Internal ID: 2b76fe48-96e7-45e7-929c-facf87d0291d
• Taxonomy: Benzenoids > Naphthalenes
• IUPAC Name: 1-hydroxy-8-methyl-13-methylidene-3-propan-2-yltricyclo[7.5.1.05,15]pentadeca-3,5(15),6,8-tetraen-2-one
• InChI: InChI=1S/C20H24O2/c1-12(2)17-10-15-9-8-14(4)16-7-5-6-13(3)11-20(22,18(15)16)19(17)21/h8-10,12,22H,3,5-7,11H2,1-2,4H3
• InChI Key: NFZRLEGLRQFHII-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₂
• Molecular Weight: 296.40 g/mol
• Exact Mass: 296.177630004 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.09
• 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	+	1.0000	100.00%
Caco-2	+	0.7307	73.07%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7865	78.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9346	93.46%
OATP1B3 inhibitior	+	0.9320	93.20%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6550	65.50%
P-glycoprotein inhibitior	-	0.8175	81.75%
P-glycoprotein substrate	-	0.7899	78.99%
CYP3A4 substrate	+	0.5662	56.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7954	79.54%
CYP3A4 inhibition	-	0.7837	78.37%
CYP2C9 inhibition	-	0.7597	75.97%
CYP2C19 inhibition	+	0.7192	71.92%
CYP2D6 inhibition	-	0.8693	86.93%
CYP1A2 inhibition	+	0.5102	51.02%
CYP2C8 inhibition	-	0.7949	79.49%
CYP inhibitory promiscuity	-	0.7569	75.69%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6324	63.24%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8786	87.86%
Skin irritation	+	0.5334	53.34%
Skin corrosion	-	0.9587	95.87%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5536	55.36%
Micronuclear	-	0.8941	89.41%
Hepatotoxicity	+	0.6354	63.54%
skin sensitisation	-	0.5463	54.63%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6044	60.44%
Acute Oral Toxicity (c)	III	0.8393	83.93%
Estrogen receptor binding	+	0.6667	66.67%
Androgen receptor binding	-	0.5325	53.25%
Thyroid receptor binding	+	0.6186	61.86%
Glucocorticoid receptor binding	+	0.7450	74.50%
Aromatase binding	+	0.6583	65.83%
PPAR gamma	+	0.7018	70.18%
Honey bee toxicity	-	0.9235	92.35%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9940	99.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.55%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.83%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.79%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	86.84%	91.49%
CHEMBL1907	P15144	Aminopeptidase N	86.37%	93.31%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.36%	93.56%
CHEMBL4040	P28482	MAP kinase ERK2	85.91%	83.82%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.85%	93.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.92%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.87%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.74%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.76%	90.71%
CHEMBL2535	P11166	Glucose transporter	81.06%	98.75%

Plants that contains it

• Salvia candidissima
• Salvia ceratophylla
• Salvia montbretii
• Salvia sclarea
• Salvia syriaca

Cross-Links

• PubChem: 102011357
• LOTUS: LTS0146046
• wikiData: Q104402896