(3R)-6,8-dihydroxy-3-[[(2S,5R,6S)-5-hydroxy-6-methyloxan-2-yl]methyl]-3,4-dihydroisochromen-1-one

Details

• Internal ID: 02f6ec24-5cf8-4346-9605-47d56f185ca1
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives
• IUPAC Name: (3R)-6,8-dihydroxy-3-[[(2S,5R,6S)-5-hydroxy-6-methyloxan-2-yl]methyl]-3,4-dihydroisochromen-1-one
• InChI: InChI=1S/C16H20O6/c1-8-13(18)3-2-11(21-8)7-12-5-9-4-10(17)6-14(19)15(9)16(20)22-12/h4,6,8,11-13,17-19H,2-3,5,7H2,1H3/t8-,11-,12+,13+/m0/s1
• InChI Key: IEOXNDOOKTVJRQ-HWNAMQAFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₆
• Molecular Weight: 308.33 g/mol
• Exact Mass: 308.12598835 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.50
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8525	85.25%
Caco-2	-	0.5277	52.77%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7392	73.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8294	82.94%
OATP1B3 inhibitior	+	0.8389	83.89%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9357	93.57%
P-glycoprotein inhibitior	-	0.9184	91.84%
P-glycoprotein substrate	-	0.7879	78.79%
CYP3A4 substrate	+	0.5840	58.40%
CYP2C9 substrate	-	0.5565	55.65%
CYP2D6 substrate	-	0.8274	82.74%
CYP3A4 inhibition	-	0.8153	81.53%
CYP2C9 inhibition	-	0.9155	91.55%
CYP2C19 inhibition	-	0.8174	81.74%
CYP2D6 inhibition	-	0.9140	91.40%
CYP1A2 inhibition	-	0.6778	67.78%
CYP2C8 inhibition	-	0.7177	71.77%
CYP inhibitory promiscuity	-	0.9185	91.85%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6586	65.86%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9140	91.40%
Skin irritation	-	0.6287	62.87%
Skin corrosion	-	0.9164	91.64%
Ames mutagenesis	-	0.7370	73.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5938	59.38%
Micronuclear	-	0.7941	79.41%
Hepatotoxicity	+	0.6416	64.16%
skin sensitisation	-	0.8217	82.17%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5209	52.09%
Acute Oral Toxicity (c)	III	0.4772	47.72%
Estrogen receptor binding	+	0.8065	80.65%
Androgen receptor binding	+	0.5773	57.73%
Thyroid receptor binding	-	0.5260	52.60%
Glucocorticoid receptor binding	+	0.7017	70.17%
Aromatase binding	+	0.5890	58.90%
PPAR gamma	+	0.7817	78.17%
Honey bee toxicity	-	0.9314	93.14%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9252	92.52%

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	98.81%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.07%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.42%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.86%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.84%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.33%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.64%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.23%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	88.07%	95.62%
CHEMBL4208	P20618	Proteasome component C5	86.00%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	85.39%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.55%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.45%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.35%	85.14%
CHEMBL1929	P47989	Xanthine dehydrogenase	82.12%	96.12%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163185439
• LOTUS: LTS0252418
• wikiData: Q105111906