(3R)-6,8-dihydroxy-3-(6-oxoundecyl)-3,4-dihydroisochromen-1-one

Details

• Internal ID: 79592ec1-7391-4711-9929-2e81321e41c7
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives
• IUPAC Name: (3R)-6,8-dihydroxy-3-(6-oxoundecyl)-3,4-dihydroisochromen-1-one
• InChI: InChI=1S/C20H28O5/c1-2-3-5-8-15(21)9-6-4-7-10-17-12-14-11-16(22)13-18(23)19(14)20(24)25-17/h11,13,17,22-23H,2-10,12H2,1H3/t17-/m1/s1
• InChI Key: MHNBPSGXKPGDKQ-QGZVFWFLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.19367399 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.28
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9023	90.23%
Caco-2	+	0.6197	61.97%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5536	55.36%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8544	85.44%
OATP1B3 inhibitior	+	0.9396	93.96%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5397	53.97%
P-glycoprotein inhibitior	-	0.6517	65.17%
P-glycoprotein substrate	-	0.6301	63.01%
CYP3A4 substrate	+	0.5563	55.63%
CYP2C9 substrate	+	0.8221	82.21%
CYP2D6 substrate	-	0.8597	85.97%
CYP3A4 inhibition	+	0.7069	70.69%
CYP2C9 inhibition	-	0.7878	78.78%
CYP2C19 inhibition	-	0.6086	60.86%
CYP2D6 inhibition	-	0.8740	87.40%
CYP1A2 inhibition	+	0.5317	53.17%
CYP2C8 inhibition	+	0.5676	56.76%
CYP inhibitory promiscuity	-	0.7592	75.92%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7489	74.89%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.7367	73.67%
Skin irritation	-	0.6680	66.80%
Skin corrosion	-	0.8865	88.65%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7108	71.08%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8612	86.12%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8257	82.57%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5490	54.90%
Acute Oral Toxicity (c)	III	0.5236	52.36%
Estrogen receptor binding	+	0.8211	82.11%
Androgen receptor binding	+	0.7761	77.61%
Thyroid receptor binding	+	0.5910	59.10%
Glucocorticoid receptor binding	+	0.6569	65.69%
Aromatase binding	-	0.6096	60.96%
PPAR gamma	+	0.7697	76.97%
Honey bee toxicity	-	0.9614	96.14%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	+	0.7859	78.59%
Fish aquatic toxicity	+	0.9881	98.81%

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	98.79%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.36%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.39%	99.17%
CHEMBL217	P14416	Dopamine D2 receptor	93.48%	95.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.75%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.05%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.93%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.74%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.06%	99.23%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	86.03%	92.08%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.81%	96.95%
CHEMBL1929	P47989	Xanthine dehydrogenase	84.17%	96.12%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.88%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.08%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.69%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.71%	93.56%

Plants that contains it

• Ononis natrix

Cross-Links

• PubChem: 14539305
• LOTUS: LTS0006647
• wikiData: Q105163886