Orirubenone E

Details

• Internal ID: 98ae3bb8-7d49-4dfc-9077-826b44f0fe87
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Prenylated hydroquinones
• IUPAC Name: methyl (E)-6-(2,5-dihydroxyphenyl)-4-methyl-6-oxohex-4-enoate
• SMILES (Canonical): CC(=CC(=O)C1=C(C=CC(=C1)O)O)CCC(=O)OC
• SMILES (Isomeric): C/C(=C\C(=O)C1=C(C=CC(=C1)O)O)/CCC(=O)OC
• InChI: InChI=1S/C14H16O5/c1-9(3-6-14(18)19-2)7-13(17)11-8-10(15)4-5-12(11)16/h4-5,7-8,15-16H,3,6H2,1-2H3/b9-7+
• InChI Key: PSSTVIMXRALZMS-VQHVLOKHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₅
• Molecular Weight: 264.27 g/mol
• Exact Mass: 264.09977361 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	+	0.6109	61.09%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8614	86.14%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.8992	89.92%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7528	75.28%
P-glycoprotein inhibitior	-	0.9677	96.77%
P-glycoprotein substrate	-	0.8357	83.57%
CYP3A4 substrate	-	0.5895	58.95%
CYP2C9 substrate	-	0.5741	57.41%
CYP2D6 substrate	-	0.8810	88.10%
CYP3A4 inhibition	-	0.8284	82.84%
CYP2C9 inhibition	-	0.6774	67.74%
CYP2C19 inhibition	+	0.5793	57.93%
CYP2D6 inhibition	-	0.7881	78.81%
CYP1A2 inhibition	+	0.6454	64.54%
CYP2C8 inhibition	-	0.6509	65.09%
CYP inhibitory promiscuity	-	0.7736	77.36%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6580	65.80%
Carcinogenicity (trinary)	Non-required	0.7378	73.78%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.6311	63.11%
Skin irritation	-	0.7641	76.41%
Skin corrosion	-	0.9584	95.84%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6367	63.67%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5882	58.82%
skin sensitisation	-	0.6524	65.24%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.5972	59.72%
Acute Oral Toxicity (c)	III	0.5712	57.12%
Estrogen receptor binding	+	0.8256	82.56%
Androgen receptor binding	+	0.6904	69.04%
Thyroid receptor binding	-	0.6132	61.32%
Glucocorticoid receptor binding	+	0.6396	63.96%
Aromatase binding	+	0.5283	52.83%
PPAR gamma	+	0.7352	73.52%
Honey bee toxicity	-	0.8745	87.45%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9893	98.93%

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	98.87%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.19%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.66%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.88%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	88.95%	94.73%
CHEMBL2581	P07339	Cathepsin D	86.81%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.81%	86.33%
CHEMBL4208	P20618	Proteasome component C5	84.82%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.66%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.96%	91.07%
CHEMBL2535	P11166	Glucose transporter	83.42%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	80.64%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.61%	95.50%
CHEMBL4040	P28482	MAP kinase ERK2	80.05%	83.82%

Plants that contains it

• Mahurea palustris

Cross-Links

• PubChem: 101765503
• LOTUS: LTS0024756
• wikiData: Q105209818