(2R)-2-[4-[(2S,3S,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2R,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxyphenyl]-5-hydroxy-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

Details

• Internal ID: 9eff6c4b-e9be-404a-a6bf-92f0b3fb5bcd
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: (2R)-2-[4-[(2S,3S,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2R,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxyphenyl]-5-hydroxy-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC=C(C=C2)C3CC(=O)C4=C(O3)C=CC(=C4O)CC=C(C)C)OC5C(C(C(CO5)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)OC2=CC=C(C=C2)[C@H]3CC(=O)C4=C(O3)C=CC(=C4O)CC=C(C)C)O[C@@H]5[C@@H]([C@@H]([C@H](CO5)O)O)O)O)O
• InChI: InChI=1S/C31H38O12/c1-14(2)4-5-17-8-11-21-23(25(17)35)19(32)12-22(42-21)16-6-9-18(10-7-16)41-31-29(27(37)24(34)15(3)40-31)43-30-28(38)26(36)20(33)13-39-30/h4,6-11,15,20,22,24,26-31,33-38H,5,12-13H2,1-3H3/t15-,20-,22+,24-,26+,27+,28+,29-,30+,31-/m0/s1
• InChI Key: ZJJKXIQHONOIPV-CQJSZARUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₈O₁₂
• Molecular Weight: 602.60 g/mol
• Exact Mass: 602.23632664 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.28
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9072	90.72%
Caco-2	-	0.8665	86.65%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6913	69.13%
OATP2B1 inhibitior	-	0.7203	72.03%
OATP1B1 inhibitior	+	0.8890	88.90%
OATP1B3 inhibitior	+	0.9164	91.64%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8976	89.76%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.5187	51.87%
CYP3A4 substrate	+	0.6786	67.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8474	84.74%
CYP3A4 inhibition	-	0.9322	93.22%
CYP2C9 inhibition	-	0.7645	76.45%
CYP2C19 inhibition	-	0.6991	69.91%
CYP2D6 inhibition	-	0.7610	76.10%
CYP1A2 inhibition	-	0.6271	62.71%
CYP2C8 inhibition	+	0.5250	52.50%
CYP inhibitory promiscuity	-	0.6369	63.69%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7174	71.74%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9227	92.27%
Skin irritation	-	0.7855	78.55%
Skin corrosion	-	0.9477	94.77%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6447	64.47%
Micronuclear	+	0.5033	50.33%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8493	84.93%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8851	88.51%
Acute Oral Toxicity (c)	III	0.6025	60.25%
Estrogen receptor binding	+	0.8115	81.15%
Androgen receptor binding	+	0.5275	52.75%
Thyroid receptor binding	+	0.5310	53.10%
Glucocorticoid receptor binding	+	0.6460	64.60%
Aromatase binding	+	0.5706	57.06%
PPAR gamma	+	0.7434	74.34%
Honey bee toxicity	-	0.6687	66.87%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9862	98.62%

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	99.81%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.53%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.46%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.48%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.59%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.16%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.96%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.32%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.70%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.66%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.56%	89.00%
CHEMBL4208	P20618	Proteasome component C5	89.87%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.56%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.15%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.17%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.98%	94.80%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.53%	95.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.40%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.07%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.75%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.60%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.44%	99.17%

Plants that contains it

• Gliricidia sepium

Cross-Links

• PubChem: 163106881
• LOTUS: LTS0167522
• wikiData: Q105377937