1-Hydroxy-8,13,13-trimethyl-3-propan-2-yltricyclo[7.4.1.05,14]tetradeca-3,5(14),6,8-tetraene-2,12-dione

Details

• Internal ID: b4259dc9-9d60-406f-8c67-f50cdd7dfbbf
• 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-tetraene-2,12-dione
• SMILES (Canonical): CC1=C2CCC(=O)C(C3(C2=C(C=C1)C=C(C3=O)C(C)C)O)(C)C
• SMILES (Isomeric): CC1=C2CCC(=O)C(C3(C2=C(C=C1)C=C(C3=O)C(C)C)O)(C)C
• InChI: InChI=1S/C20H24O3/c1-11(2)15-10-13-7-6-12(3)14-8-9-16(21)19(4,5)20(23,17(13)14)18(15)22/h6-7,10-11,23H,8-9H2,1-5H3
• InChI Key: QLNYSFRMDFYAMW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₃
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.17254462 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.35
• H-Bond Acceptor: 3
• 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	+	0.9955	99.55%
Caco-2	+	0.6821	68.21%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8181	81.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9326	93.26%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6393	63.93%
P-glycoprotein inhibitior	-	0.8792	87.92%
P-glycoprotein substrate	-	0.7737	77.37%
CYP3A4 substrate	+	0.5711	57.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8524	85.24%
CYP3A4 inhibition	-	0.8373	83.73%
CYP2C9 inhibition	+	0.5999	59.99%
CYP2C19 inhibition	+	0.6540	65.40%
CYP2D6 inhibition	-	0.7700	77.00%
CYP1A2 inhibition	+	0.6676	66.76%
CYP2C8 inhibition	-	0.7825	78.25%
CYP inhibitory promiscuity	-	0.6896	68.96%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5652	56.52%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9115	91.15%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9042	90.42%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5691	56.91%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6001	60.01%
skin sensitisation	-	0.5589	55.89%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5386	53.86%
Acute Oral Toxicity (c)	III	0.6769	67.69%
Estrogen receptor binding	+	0.6983	69.83%
Androgen receptor binding	+	0.5527	55.27%
Thyroid receptor binding	+	0.6245	62.45%
Glucocorticoid receptor binding	+	0.5969	59.69%
Aromatase binding	+	0.5289	52.89%
PPAR gamma	+	0.6264	62.64%
Honey bee toxicity	-	0.9442	94.42%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9819	98.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.00%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.54%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.84%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	91.49%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.63%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.94%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	83.49%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.10%	99.15%
CHEMBL2535	P11166	Glucose transporter	82.21%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.66%	93.56%
CHEMBL1907	P15144	Aminopeptidase N	80.50%	93.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.21%	97.09%

Plants that contains it

• Taiwania cryptomerioides

Cross-Links

• PubChem: 11335946
• LOTUS: LTS0264110
• wikiData: Q105223684