(1R,3R,11R)-8-hydroxy-7,11,15,15-tetramethyl-2-oxatetracyclo[9.4.0.01,3.05,10]pentadeca-5(10),6,8-trien-4-one

Details

• Internal ID: f1b40372-9938-43de-b317-bb9ed58ba27d
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: (1R,3R,11R)-8-hydroxy-7,11,15,15-tetramethyl-2-oxatetracyclo[9.4.0.01,3.05,10]pentadeca-5(10),6,8-trien-4-one
• InChI: InChI=1S/C18H22O3/c1-10-8-11-12(9-13(10)19)17(4)7-5-6-16(2,3)18(17)15(21-18)14(11)20/h8-9,15,19H,5-7H2,1-4H3/t15-,17+,18+/m0/s1
• InChI Key: RYPYYHNKJXACLY-CGTJXYLNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₃
• Molecular Weight: 286.40 g/mol
• Exact Mass: 286.15689456 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.50
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.8401	84.01%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6849	68.49%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8784	87.84%
OATP1B3 inhibitior	+	0.9610	96.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8759	87.59%
P-glycoprotein inhibitior	-	0.8694	86.94%
P-glycoprotein substrate	-	0.8800	88.00%
CYP3A4 substrate	+	0.5900	59.00%
CYP2C9 substrate	-	0.7868	78.68%
CYP2D6 substrate	-	0.7842	78.42%
CYP3A4 inhibition	-	0.9061	90.61%
CYP2C9 inhibition	-	0.7034	70.34%
CYP2C19 inhibition	-	0.6593	65.93%
CYP2D6 inhibition	-	0.9070	90.70%
CYP1A2 inhibition	+	0.7025	70.25%
CYP2C8 inhibition	-	0.8602	86.02%
CYP inhibitory promiscuity	-	0.9057	90.57%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6401	64.01%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.8536	85.36%
Skin irritation	-	0.6313	63.13%
Skin corrosion	-	0.9150	91.50%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7901	79.01%
Micronuclear	-	0.7241	72.41%
Hepatotoxicity	-	0.5268	52.68%
skin sensitisation	-	0.7227	72.27%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6424	64.24%
Acute Oral Toxicity (c)	III	0.6140	61.40%
Estrogen receptor binding	+	0.6948	69.48%
Androgen receptor binding	+	0.7232	72.32%
Thyroid receptor binding	+	0.7243	72.43%
Glucocorticoid receptor binding	+	0.6354	63.54%
Aromatase binding	+	0.7616	76.16%
PPAR gamma	+	0.7712	77.12%
Honey bee toxicity	-	0.9258	92.58%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9840	98.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.24%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.53%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	92.30%	94.75%
CHEMBL2581	P07339	Cathepsin D	92.05%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	91.82%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.90%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.36%	93.40%
CHEMBL4208	P20618	Proteasome component C5	87.50%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.87%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.35%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.82%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.78%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.12%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.93%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.57%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.09%	92.94%

Plants that contains it

• Crossopetalum gaumeri

Cross-Links

• PubChem: 86302555
• LOTUS: LTS0154726
• wikiData: Q105247852