Orirubenone A

Details

• Internal ID: 1fb7bcf2-fd5a-473d-81e9-f2f44ca89d61
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Prenylated hydroquinones
• IUPAC Name: (2Z,6E)-2,6-dimethyl-8-oxo-8-(2,4,5-trihydroxyphenyl)octa-2,6-dienoic acid
• SMILES (Canonical): CC(=CC(=O)C1=CC(=C(C=C1O)O)O)CCC=C(C)C(=O)O
• SMILES (Isomeric): C/C(=C\C(=O)C1=CC(=C(C=C1O)O)O)/CC/C=C(/C)\C(=O)O
• InChI: InChI=1S/C16H18O6/c1-9(4-3-5-10(2)16(21)22)6-12(17)11-7-14(19)15(20)8-13(11)18/h5-8,18-20H,3-4H2,1-2H3,(H,21,22)/b9-6+,10-5-
• InChI Key: RTSRTVWJAJLQRY-KWNZIKDBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₆
• Molecular Weight: 306.31 g/mol
• Exact Mass: 306.11033829 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.74
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8565	85.65%
Caco-2	+	0.6395	63.95%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7309	73.09%
OATP2B1 inhibitior	+	0.5774	57.74%
OATP1B1 inhibitior	+	0.8692	86.92%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8088	80.88%
BSEP inhibitior	-	0.5359	53.59%
P-glycoprotein inhibitior	-	0.9403	94.03%
P-glycoprotein substrate	-	0.9175	91.75%
CYP3A4 substrate	-	0.6205	62.05%
CYP2C9 substrate	-	0.5847	58.47%
CYP2D6 substrate	-	0.8927	89.27%
CYP3A4 inhibition	-	0.8647	86.47%
CYP2C9 inhibition	+	0.5885	58.85%
CYP2C19 inhibition	-	0.5978	59.78%
CYP2D6 inhibition	-	0.7163	71.63%
CYP1A2 inhibition	+	0.5417	54.17%
CYP2C8 inhibition	-	0.8558	85.58%
CYP inhibitory promiscuity	-	0.7717	77.17%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7534	75.34%
Carcinogenicity (trinary)	Non-required	0.7239	72.39%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.5506	55.06%
Skin irritation	-	0.5777	57.77%
Skin corrosion	-	0.8152	81.52%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6870	68.70%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	+	0.5852	58.52%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6863	68.63%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7572	75.72%
Acute Oral Toxicity (c)	III	0.5380	53.80%
Estrogen receptor binding	+	0.8859	88.59%
Androgen receptor binding	+	0.5976	59.76%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.8813	88.13%
Aromatase binding	+	0.6250	62.50%
PPAR gamma	+	0.8208	82.08%
Honey bee toxicity	-	0.9321	93.21%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9961	99.61%

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	98.36%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.69%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.06%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.34%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.63%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.39%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.84%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.81%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10040785
• LOTUS: LTS0066278
• wikiData: Q75056907