(3S)-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-(3,4,5-trimethoxyphenyl)-3,4-dihydroisochromen-1-one

Details

• Internal ID: 9f13a8ac-8fba-4d02-aab6-afb8abd17b22
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (3S)-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-(3,4,5-trimethoxyphenyl)-3,4-dihydroisochromen-1-one
• InChI: InChI=1S/C24H28O11/c1-30-15-8-12(9-16(31-2)22(15)32-3)14-7-11-5-4-6-13(18(11)23(29)33-14)34-24-21(28)20(27)19(26)17(10-25)35-24/h4-6,8-9,14,17,19-21,24-28H,7,10H2,1-3H3/t14-,17+,19+,20-,21+,24+/m0/s1
• InChI Key: MJWZLKCDHYQYPT-CPMWFQBSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₁₁
• Molecular Weight: 492.50 g/mol
• Exact Mass: 492.16316171 g/mol
• Topological Polar Surface Area (TPSA): 153.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.35
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5088	50.88%
Caco-2	-	0.8044	80.44%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6030	60.30%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.9139	91.39%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7109	71.09%
P-glycoprotein inhibitior	+	0.6527	65.27%
P-glycoprotein substrate	-	0.8322	83.22%
CYP3A4 substrate	+	0.6334	63.34%
CYP2C9 substrate	-	0.8125	81.25%
CYP2D6 substrate	-	0.8418	84.18%
CYP3A4 inhibition	-	0.9371	93.71%
CYP2C9 inhibition	-	0.9410	94.10%
CYP2C19 inhibition	-	0.9438	94.38%
CYP2D6 inhibition	-	0.9518	95.18%
CYP1A2 inhibition	-	0.9134	91.34%
CYP2C8 inhibition	-	0.6668	66.68%
CYP inhibitory promiscuity	-	0.7474	74.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7050	70.50%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9254	92.54%
Skin irritation	-	0.8406	84.06%
Skin corrosion	-	0.9638	96.38%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3848	38.48%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9409	94.09%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7030	70.30%
Acute Oral Toxicity (c)	III	0.6685	66.85%
Estrogen receptor binding	+	0.8157	81.57%
Androgen receptor binding	-	0.6015	60.15%
Thyroid receptor binding	+	0.5631	56.31%
Glucocorticoid receptor binding	+	0.5932	59.32%
Aromatase binding	-	0.6798	67.98%
PPAR gamma	+	0.6853	68.53%
Honey bee toxicity	-	0.7983	79.83%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.7605	76.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.72%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.44%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.89%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.60%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.24%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.07%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.13%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.00%	95.89%
CHEMBL220	P22303	Acetylcholinesterase	90.14%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.57%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.64%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.17%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.87%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.63%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.33%	94.45%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	86.30%	94.03%
CHEMBL4302	P08183	P-glycoprotein 1	86.09%	92.98%
CHEMBL2535	P11166	Glucose transporter	84.90%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.59%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.63%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.27%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	80.15%	94.73%

Plants that contains it

• Hydrangea macrophylla

Cross-Links

• PubChem: 13962958
• LOTUS: LTS0065360
• wikiData: Q105165711