Methyl 7a-(3-methylbut-2-en-1-yl)-2,7-dioxo-7,7a-dihydronaphtho[2,3-b]oxirane-1a-carboxylate

Details

• Internal ID: 3e11b410-e042-428f-929d-9ab9f05d332a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Vitamin K compounds
• IUPAC Name: methyl 7a-(3-methylbut-2-enyl)-2,7-dioxonaphtho[2,3-b]oxirene-1a-carboxylate
• SMILES (Canonical): CC(=CCC12C(=O)C3=CC=CC=C3C(=O)C1(O2)C(=O)OC)C
• SMILES (Isomeric): CC(=CCC12C(=O)C3=CC=CC=C3C(=O)C1(O2)C(=O)OC)C
• InChI: InChI=1S/C17H16O5/c1-10(2)8-9-16-13(18)11-6-4-5-7-12(11)14(19)17(16,22-16)15(20)21-3/h4-8H,9H2,1-3H3
• InChI Key: KFXPBEAXNBSFIQ-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.09977361 g/mol
• Topological Polar Surface Area (TPSA): 73.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.10
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	+	0.7600	76.00%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6275	62.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8745	87.45%
OATP1B3 inhibitior	+	0.9385	93.85%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5603	56.03%
P-glycoprotein inhibitior	-	0.7901	79.01%
P-glycoprotein substrate	-	0.8578	85.78%
CYP3A4 substrate	+	0.5521	55.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8187	81.87%
CYP3A4 inhibition	-	0.6121	61.21%
CYP2C9 inhibition	-	0.8269	82.69%
CYP2C19 inhibition	-	0.5315	53.15%
CYP2D6 inhibition	-	0.8346	83.46%
CYP1A2 inhibition	-	0.7011	70.11%
CYP2C8 inhibition	-	0.7136	71.36%
CYP inhibitory promiscuity	+	0.5227	52.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9261	92.61%
Carcinogenicity (trinary)	Non-required	0.6171	61.71%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.5237	52.37%
Skin irritation	-	0.7597	75.97%
Skin corrosion	-	0.9569	95.69%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6623	66.23%
Micronuclear	-	0.5341	53.41%
Hepatotoxicity	-	0.5504	55.04%
skin sensitisation	-	0.6291	62.91%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.7571	75.71%
Acute Oral Toxicity (c)	III	0.5095	50.95%
Estrogen receptor binding	+	0.5873	58.73%
Androgen receptor binding	+	0.6516	65.16%
Thyroid receptor binding	-	0.5908	59.08%
Glucocorticoid receptor binding	+	0.5922	59.22%
Aromatase binding	+	0.6053	60.53%
PPAR gamma	+	0.6322	63.22%
Honey bee toxicity	-	0.8516	85.16%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9870	98.70%

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	98.07%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.25%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.36%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.94%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.75%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.72%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.86%	96.09%
CHEMBL5028	O14672	ADAM10	84.40%	97.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.66%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.97%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.50%	91.07%

Plants that contains it

• Dolichopentas longiflora
• Rubia cordifolia

Cross-Links

• PubChem: 5315691
• LOTUS: LTS0057012
• wikiData: Q105140604