1-Hydroxy-8,13,13-trimethyl-3-propan-2-yltricyclo[7.4.1.05,14]tetradeca-3,5(14),6,8-tetraen-2-one

Details

• Internal ID: c57b71cc-1417-4f69-9407-2b37cf161e35
• Taxonomy: Benzenoids > Naphthalenes
• IUPAC Name: 1-hydroxy-8,13,13-trimethyl-3-propan-2-yltricyclo[7.4.1.05,14]tetradeca-3,5(14),6,8-tetraen-2-one
• SMILES (Canonical): CC1=C2CCCC(C3(C2=C(C=C1)C=C(C3=O)C(C)C)O)(C)C
• SMILES (Isomeric): CC1=C2CCCC(C3(C2=C(C=C1)C=C(C3=O)C(C)C)O)(C)C
• InChI: InChI=1S/C20H26O2/c1-12(2)16-11-14-9-8-13(3)15-7-6-10-19(4,5)20(22,17(14)15)18(16)21/h8-9,11-12,22H,6-7,10H2,1-5H3
• InChI Key: KIXMQGXACFNMEM-UHFFFAOYSA-N
• Popularity: 2 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: 4.80
• Atomic LogP (AlogP): 4.17
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 1-hydroxy-8,13,13-trimethyl-3-(propan-2-yl)tricyclo[7.4.1.0?,??]tetradeca-3,5(14),6,8-tetraen-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8448	84.48%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7173	71.73%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.9375	93.75%
OATP1B3 inhibitior	+	0.9173	91.73%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6482	64.82%
P-glycoprotein inhibitior	-	0.8875	88.75%
P-glycoprotein substrate	-	0.7733	77.33%
CYP3A4 substrate	+	0.5767	57.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8189	81.89%
CYP3A4 inhibition	-	0.7166	71.66%
CYP2C9 inhibition	+	0.5915	59.15%
CYP2C19 inhibition	+	0.8265	82.65%
CYP2D6 inhibition	-	0.6815	68.15%
CYP1A2 inhibition	+	0.7471	74.71%
CYP2C8 inhibition	-	0.9030	90.30%
CYP inhibitory promiscuity	+	0.5151	51.51%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5814	58.14%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8446	84.46%
Skin irritation	+	0.4906	49.06%
Skin corrosion	-	0.9093	90.93%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5298	52.98%
Micronuclear	-	0.9482	94.82%
Hepatotoxicity	+	0.6981	69.81%
skin sensitisation	+	0.5374	53.74%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7745	77.45%
Acute Oral Toxicity (c)	III	0.7765	77.65%
Estrogen receptor binding	+	0.7237	72.37%
Androgen receptor binding	-	0.5109	51.09%
Thyroid receptor binding	+	0.8092	80.92%
Glucocorticoid receptor binding	+	0.6521	65.21%
Aromatase binding	+	0.6126	61.26%
PPAR gamma	+	0.6089	60.89%
Honey bee toxicity	-	0.9486	94.86%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9936	99.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.65%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.55%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	91.46%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.04%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	89.53%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.77%	99.23%
CHEMBL2535	P11166	Glucose transporter	85.00%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.66%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.08%	97.25%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	82.86%	85.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.43%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.68%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.49%	100.00%

Plants that contains it

• Salvia jaminiana
• Salvia microstegia
• Salvia montbretii
• Salvia viridis

Cross-Links

• PubChem: 50907654
• LOTUS: LTS0054708
• wikiData: Q105141716