[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(3S,4S,5S,6R)-4,5,6-trihydroxyoxan-3-yl]oxyoxan-2-yl] (E)-3-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate

Details

• Internal ID: 7044c01f-be87-4052-9a8c-12de7b1098b8
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Hydroxycinnamic acid glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(3S,4S,5S,6R)-4,5,6-trihydroxyoxan-3-yl]oxyoxan-2-yl] (E)-3-[4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate
• SMILES (Canonical): C1C(C(C(C(O1)O)O)O)OC2C(C(C(OC2OC(=O)C=CC3=CC(=C(C=C3)O)OC4C(C(C(C(O4)CO)O)O)O)CO)O)O
• SMILES (Isomeric): C1[C@@H]([C@H]([C@@H]([C@@H](O1)O)O)O)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC(=O)/C=C/C3=CC(=C(C=C3)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)CO)O)O
• InChI: InChI=1S/C26H36O18/c27-6-12-16(31)19(34)22(37)25(42-12)41-11-5-9(1-3-10(11)29)2-4-15(30)44-26-23(20(35)17(32)13(7-28)43-26)40-14-8-39-24(38)21(36)18(14)33/h1-5,12-14,16-29,31-38H,6-8H2/b4-2+/t12-,13-,14+,16-,17-,18-,19+,20+,21+,22-,23-,24-,25-,26+/m1/s1
• InChI Key: ULXNZIXJJLKCPD-JSPXEMGASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₆O₁₈
• Molecular Weight: 636.60 g/mol
• Exact Mass: 636.19016430 g/mol
• Topological Polar Surface Area (TPSA): 295.00 Ų
• XlogP: -4.00
• Atomic LogP (AlogP): -5.61
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7484	74.84%
Caco-2	-	0.9140	91.40%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5911	59.11%
OATP2B1 inhibitior	-	0.8517	85.17%
OATP1B1 inhibitior	+	0.8935	89.35%
OATP1B3 inhibitior	+	0.9641	96.41%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5647	56.47%
P-glycoprotein inhibitior	-	0.5491	54.91%
P-glycoprotein substrate	-	0.7221	72.21%
CYP3A4 substrate	+	0.6267	62.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8629	86.29%
CYP3A4 inhibition	-	0.9018	90.18%
CYP2C9 inhibition	-	0.9083	90.83%
CYP2C19 inhibition	-	0.8989	89.89%
CYP2D6 inhibition	-	0.9081	90.81%
CYP1A2 inhibition	-	0.9443	94.43%
CYP2C8 inhibition	+	0.6037	60.37%
CYP inhibitory promiscuity	-	0.7050	70.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6943	69.43%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9003	90.03%
Skin irritation	-	0.8307	83.07%
Skin corrosion	-	0.9649	96.49%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7051	70.51%
Micronuclear	-	0.5767	57.67%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.7690	76.90%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.9568	95.68%
Acute Oral Toxicity (c)	III	0.5984	59.84%
Estrogen receptor binding	+	0.7375	73.75%
Androgen receptor binding	-	0.5475	54.75%
Thyroid receptor binding	+	0.5254	52.54%
Glucocorticoid receptor binding	-	0.6534	65.34%
Aromatase binding	+	0.5487	54.87%
PPAR gamma	+	0.7008	70.08%
Honey bee toxicity	-	0.7629	76.29%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.7459	74.59%

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	99.73%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.91%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	95.53%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.39%	96.00%
CHEMBL3194	P02766	Transthyretin	92.74%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.68%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.75%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.30%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.80%	95.56%
CHEMBL4208	P20618	Proteasome component C5	89.99%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.80%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.78%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.27%	86.92%
CHEMBL2581	P07339	Cathepsin D	84.56%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.76%	97.36%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.31%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.73%	95.89%

Plants that contains it

• Coussarea hydrangeifolia

Cross-Links

• PubChem: 11498275
• LOTUS: LTS0156908
• wikiData: Q105275410