(4R)-4,8,12-trimethyl-2-oxatricyclo[7.3.1.05,13]trideca-1(12),5(13),6,8-tetraene-10,11-dione

Details

• Internal ID: 8125aeff-4af9-45e9-b7cc-ef197676a4a1
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: (4R)-4,8,12-trimethyl-2-oxatricyclo[7.3.1.05,13]trideca-1(12),5(13),6,8-tetraene-10,11-dione
• InChI: InChI=1S/C15H14O3/c1-7-4-5-10-8(2)6-18-15-9(3)13(16)14(17)11(7)12(10)15/h4-5,8H,6H2,1-3H3/t8-/m0/s1
• InChI Key: SYWTYRLIJCHSLJ-QMMMGPOBSA-N
• Popularity: 14 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.27 g/mol
• Exact Mass: 242.094294304 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.7137	71.37%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7554	75.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9669	96.69%
OATP1B3 inhibitior	+	0.9744	97.44%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6514	65.14%
P-glycoprotein inhibitior	-	0.9085	90.85%
P-glycoprotein substrate	-	0.7753	77.53%
CYP3A4 substrate	-	0.5644	56.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8485	84.85%
CYP3A4 inhibition	-	0.7957	79.57%
CYP2C9 inhibition	+	0.6483	64.83%
CYP2C19 inhibition	+	0.6812	68.12%
CYP2D6 inhibition	-	0.8300	83.00%
CYP1A2 inhibition	+	0.9334	93.34%
CYP2C8 inhibition	-	0.9148	91.48%
CYP inhibitory promiscuity	+	0.7055	70.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9618	96.18%
Carcinogenicity (trinary)	Non-required	0.6069	60.69%
Eye corrosion	-	0.9789	97.89%
Eye irritation	-	0.4789	47.89%
Skin irritation	-	0.6670	66.70%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5898	58.98%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5649	56.49%
skin sensitisation	-	0.6064	60.64%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6193	61.93%
Acute Oral Toxicity (c)	III	0.5073	50.73%
Estrogen receptor binding	+	0.5763	57.63%
Androgen receptor binding	+	0.6380	63.80%
Thyroid receptor binding	-	0.6910	69.10%
Glucocorticoid receptor binding	-	0.6900	69.00%
Aromatase binding	-	0.7818	78.18%
PPAR gamma	-	0.7518	75.18%
Honey bee toxicity	-	0.8941	89.41%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9761	97.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.41%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.06%	98.95%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	90.62%	86.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.80%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.07%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	85.89%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.39%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.07%	94.80%
CHEMBL4581	P52732	Kinesin-like protein 1	83.88%	93.18%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.84%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.83%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.19%	86.33%
CHEMBL1907	P15144	Aminopeptidase N	80.50%	93.31%

Plants that contains it

• Helicteres angustifolia
• Hibiscus taiwanensis
• Thespesia garckeana
• Thespesia populnea
• Ulmus davidiana
• Ulmus glabra
• Ulmus pumila

Cross-Links

• PubChem: 139071911
• LOTUS: LTS0094379
• wikiData: Q105263841