10-Hydroxy-4,8,12-trimethyl-10-(2-oxopropyl)-2-oxatricyclo[7.3.1.05,13]trideca-1(12),5(13),6,8-tetraen-11-one

Details

• Internal ID: f1130e8b-d632-471a-82aa-af9c906d1738
• Taxonomy: Benzenoids > Naphthalenes
• IUPAC Name: 10-hydroxy-4,8,12-trimethyl-10-(2-oxopropyl)-2-oxatricyclo[7.3.1.05,13]trideca-1(12),5(13),6,8-tetraen-11-one
• InChI: InChI=1S/C18H20O4/c1-9-5-6-13-10(2)8-22-16-12(4)17(20)18(21,7-11(3)19)15(9)14(13)16/h5-6,10,21H,7-8H2,1-4H3
• InChI Key: UTWJVJSYBONGHX-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₄
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.61
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9879	98.79%
Caco-2	+	0.6123	61.23%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7393	73.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9408	94.08%
OATP1B3 inhibitior	+	0.9617	96.17%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6092	60.92%
P-glycoprotein inhibitior	-	0.8371	83.71%
P-glycoprotein substrate	-	0.7094	70.94%
CYP3A4 substrate	+	0.5739	57.39%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8203	82.03%
CYP3A4 inhibition	-	0.5960	59.60%
CYP2C9 inhibition	-	0.5542	55.42%
CYP2C19 inhibition	-	0.5757	57.57%
CYP2D6 inhibition	-	0.8402	84.02%
CYP1A2 inhibition	+	0.5676	56.76%
CYP2C8 inhibition	-	0.8136	81.36%
CYP inhibitory promiscuity	-	0.7358	73.58%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9318	93.18%
Carcinogenicity (trinary)	Non-required	0.6116	61.16%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.8544	85.44%
Skin irritation	-	0.6654	66.54%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7395	73.95%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5979	59.79%
skin sensitisation	-	0.6705	67.05%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5946	59.46%
Acute Oral Toxicity (c)	III	0.5660	56.60%
Estrogen receptor binding	-	0.5398	53.98%
Androgen receptor binding	+	0.6105	61.05%
Thyroid receptor binding	-	0.5602	56.02%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.7700	77.00%
PPAR gamma	-	0.5188	51.88%
Honey bee toxicity	-	0.9396	93.96%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9161	91.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.44%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.74%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.62%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.23%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.86%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.96%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.90%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.04%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.18%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	84.45%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.15%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.65%	94.80%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.40%	100.00%

Plants that contains it

• Hibiscus taiwanensis

Cross-Links

• PubChem: 21575959
• LOTUS: LTS0144995
• wikiData: Q105279137