(3aS)-6-hydroxy-3a,5,5,8-tetramethyl-3,3a,4,5-tetrahydro-1H-cyclopenta[de]isochromen-1-one

Details

• Internal ID: b08615e3-f8cc-48e3-968b-2da1bc770a35
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (4S)-11-hydroxy-2,2,4,9-tetramethyl-6-oxatricyclo[6.3.1.04,12]dodeca-1(11),8(12),9-trien-7-one
• InChI: InChI=1S/C15H18O3/c1-8-5-9(16)11-12-10(8)13(17)18-7-15(12,4)6-14(11,2)3/h5,16H,6-7H2,1-4H3/t15-/m1/s1
• InChI Key: IUVFAJHMVAFLJE-OAHLLOKOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• CHEBI:205297
• (4S)-11-hydroxy-2,2,4,9-tetramethyl-6-oxatricyclo[6.3.1.04,12]dodeca-1(11),8(12),9-trien-7-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9848	98.48%
Caco-2	+	0.8927	89.27%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7625	76.25%
OATP2B1 inhibitior	-	0.8516	85.16%
OATP1B1 inhibitior	+	0.9104	91.04%
OATP1B3 inhibitior	+	0.9531	95.31%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9198	91.98%
P-glycoprotein inhibitior	-	0.9381	93.81%
P-glycoprotein substrate	-	0.9200	92.00%
CYP3A4 substrate	-	0.5225	52.25%
CYP2C9 substrate	-	0.5954	59.54%
CYP2D6 substrate	-	0.8350	83.50%
CYP3A4 inhibition	-	0.8418	84.18%
CYP2C9 inhibition	+	0.7884	78.84%
CYP2C19 inhibition	+	0.5373	53.73%
CYP2D6 inhibition	-	0.8297	82.97%
CYP1A2 inhibition	+	0.8256	82.56%
CYP2C8 inhibition	-	0.8118	81.18%
CYP inhibitory promiscuity	-	0.6907	69.07%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.5402	54.02%
Eye corrosion	-	0.9824	98.24%
Eye irritation	+	0.9492	94.92%
Skin irritation	-	0.7441	74.41%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6474	64.74%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.7765	77.65%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5886	58.86%
Acute Oral Toxicity (c)	III	0.5514	55.14%
Estrogen receptor binding	+	0.6954	69.54%
Androgen receptor binding	+	0.6853	68.53%
Thyroid receptor binding	-	0.6249	62.49%
Glucocorticoid receptor binding	-	0.8110	81.10%
Aromatase binding	-	0.6829	68.29%
PPAR gamma	-	0.6661	66.61%
Honey bee toxicity	-	0.9360	93.60%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9534	95.34%

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	98.33%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.94%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.34%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	94.07%	89.63%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.58%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.81%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.46%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.52%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.43%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.21%	99.15%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.23%	93.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.20%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 122390632
• LOTUS: LTS0230555
• wikiData: Q77423504