(3S)-3,5-dihydroxy-8-(hydroxymethyl)-2,2-dimethyl-3,4-dihydropyrano[3,2-g]chromen-6-one

Details

• Internal ID: a6f0f04b-1e7d-4d23-86e0-5b826578628c
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Pyranochromenes
• IUPAC Name: (3S)-3,5-dihydroxy-8-(hydroxymethyl)-2,2-dimethyl-3,4-dihydropyrano[3,2-g]chromen-6-one
• InChI: InChI=1S/C15H16O6/c1-15(2)12(18)4-8-10(21-15)5-11-13(14(8)19)9(17)3-7(6-16)20-11/h3,5,12,16,18-19H,4,6H2,1-2H3/t12-/m0/s1
• InChI Key: HVGQWHMSVYODLJ-LBPRGKRZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₆
• Molecular Weight: 292.28 g/mol
• Exact Mass: 292.09468823 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.07
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9849	98.49%
Caco-2	-	0.5484	54.84%
Blood Brain Barrier	-	0.6895	68.95%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7363	73.63%
OATP2B1 inhibitior	-	0.7163	71.63%
OATP1B1 inhibitior	+	0.8852	88.52%
OATP1B3 inhibitior	+	0.9348	93.48%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6043	60.43%
P-glycoprotein inhibitior	-	0.8870	88.70%
P-glycoprotein substrate	-	0.6916	69.16%
CYP3A4 substrate	+	0.5629	56.29%
CYP2C9 substrate	-	0.5948	59.48%
CYP2D6 substrate	-	0.8021	80.21%
CYP3A4 inhibition	-	0.8720	87.20%
CYP2C9 inhibition	-	0.8705	87.05%
CYP2C19 inhibition	-	0.8345	83.45%
CYP2D6 inhibition	-	0.8958	89.58%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.6593	65.93%
CYP inhibitory promiscuity	-	0.8870	88.70%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6956	69.56%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.6793	67.93%
Skin irritation	-	0.7887	78.87%
Skin corrosion	-	0.9437	94.37%
Ames mutagenesis	+	0.5863	58.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.6527	65.27%
Micronuclear	-	0.6041	60.41%
Hepatotoxicity	-	0.6473	64.73%
skin sensitisation	-	0.7907	79.07%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7742	77.42%
Acute Oral Toxicity (c)	III	0.6565	65.65%
Estrogen receptor binding	+	0.7371	73.71%
Androgen receptor binding	+	0.6596	65.96%
Thyroid receptor binding	-	0.5683	56.83%
Glucocorticoid receptor binding	+	0.8602	86.02%
Aromatase binding	+	0.5915	59.15%
PPAR gamma	+	0.8933	89.33%
Honey bee toxicity	-	0.8477	84.77%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8100	81.00%

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	99.64%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.49%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.40%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.43%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.81%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.49%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.90%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.14%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.07%	90.71%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	85.92%	85.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.86%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.33%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.24%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.87%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.98%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.18%	97.09%

Plants that contains it

• Angelica japonica

Cross-Links

• PubChem: 102447396
• LOTUS: LTS0144259
• wikiData: Q105034252