[(2S,3R,4S,5R,6R)-4,5-dihydroxy-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(6-methoxy-2-oxochromen-7-yl)oxyoxan-2-yl]methoxy]oxan-3-yl] acetate

Details

• Internal ID: a5d8c77a-8bdc-4fef-b1ee-1fc6c75c7531
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Coumarin glycosides
• IUPAC Name: [(2S,3R,4S,5R,6R)-4,5-dihydroxy-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(6-methoxy-2-oxochromen-7-yl)oxyoxan-2-yl]methoxy]oxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(C=C4C=CC(=O)OC4=C3)OC)O)O)O)O)O)OC(=O)C
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(C=C4C=CC(=O)OC4=C3)OC)O)O)O)O)O)OC(=O)C
• InChI: InChI=1S/C24H30O14/c1-9-22(35-10(2)25)19(29)21(31)23(34-9)33-8-15-17(27)18(28)20(30)24(38-15)37-14-7-12-11(6-13(14)32-3)4-5-16(26)36-12/h4-7,9,15,17-24,27-31H,8H2,1-3H3/t9-,15+,17+,18-,19-,20+,21+,22-,23+,24+/m0/s1
• InChI Key: JHSMQTZUUFFCMO-IAAIIRFQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀O₁₄
• Molecular Weight: 542.50 g/mol
• Exact Mass: 542.16355563 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.60
• H-Bond Acceptor: 14
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6594	65.94%
Caco-2	-	0.8721	87.21%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5428	54.28%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.8383	83.83%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5057	50.57%
P-glycoprotein inhibitior	-	0.5556	55.56%
P-glycoprotein substrate	-	0.5140	51.40%
CYP3A4 substrate	+	0.5998	59.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8710	87.10%
CYP3A4 inhibition	-	0.9280	92.80%
CYP2C9 inhibition	-	0.9257	92.57%
CYP2C19 inhibition	-	0.9381	93.81%
CYP2D6 inhibition	-	0.9313	93.13%
CYP1A2 inhibition	-	0.8872	88.72%
CYP2C8 inhibition	+	0.4472	44.72%
CYP inhibitory promiscuity	-	0.8894	88.94%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6901	69.01%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9413	94.13%
Skin irritation	-	0.8521	85.21%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5302	53.02%
Micronuclear	+	0.6492	64.92%
Hepatotoxicity	-	0.7851	78.51%
skin sensitisation	-	0.9296	92.96%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8616	86.16%
Acute Oral Toxicity (c)	III	0.6731	67.31%
Estrogen receptor binding	+	0.6855	68.55%
Androgen receptor binding	-	0.5618	56.18%
Thyroid receptor binding	-	0.5427	54.27%
Glucocorticoid receptor binding	+	0.6348	63.48%
Aromatase binding	+	0.5680	56.80%
PPAR gamma	+	0.6585	65.85%
Honey bee toxicity	-	0.8122	81.22%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7049	70.49%
Fish aquatic toxicity	+	0.8674	86.74%

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	97.74%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.31%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.65%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.41%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.82%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.41%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.84%	99.17%
CHEMBL220	P22303	Acetylcholinesterase	88.36%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.31%	89.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.99%	81.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.02%	96.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.40%	97.36%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.26%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	83.20%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.92%	99.23%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	82.06%	92.38%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.51%	94.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.50%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.77%	95.89%

Plants that contains it

• Haplophyllum acutifolium

Cross-Links

• PubChem: 162903603
• LOTUS: LTS0243853
• wikiData: Q105128199