(2S)-2-[4-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxyphenyl]-5-hydroxy-7-methoxy-2,3-dihydrochromen-4-one

Details

• Internal ID: 0f618992-6bf6-432c-b655-bbe5e769fc50
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: (2S)-2-[4-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxyphenyl]-5-hydroxy-7-methoxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): COC1=CC(=C2C(=O)CC(OC2=C1)C3=CC=C(C=C3)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)O
• SMILES (Isomeric): COC1=CC(=C2C(=O)C[C@H](OC2=C1)C3=CC=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O
• InChI: InChI=1S/C28H34O15/c1-38-13-6-14(31)20-15(32)8-16(40-17(20)7-13)11-2-4-12(5-3-11)39-28-26(24(36)22(34)19(10-30)42-28)43-27-25(37)23(35)21(33)18(9-29)41-27/h2-7,16,18-19,21-31,33-37H,8-10H2,1H3/t16-,18+,19+,21+,22+,23-,24-,25+,26+,27-,28+/m0/s1
• InChI Key: WBRDJYJXZGTOKP-XBRNBRNTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₄O₁₅
• Molecular Weight: 610.60 g/mol
• Exact Mass: 610.18977037 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.89
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5457	54.57%
Caco-2	-	0.8963	89.63%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.9714	97.14%
Subcellular localzation	Mitochondria	0.5961	59.61%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.9341	93.41%
OATP1B3 inhibitior	+	0.9786	97.86%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5055	50.55%
P-glycoprotein inhibitior	-	0.6129	61.29%
P-glycoprotein substrate	-	0.7788	77.88%
CYP3A4 substrate	+	0.6448	64.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8374	83.74%
CYP3A4 inhibition	-	0.9437	94.37%
CYP2C9 inhibition	-	0.9060	90.60%
CYP2C19 inhibition	-	0.8926	89.26%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.9150	91.50%
CYP2C8 inhibition	-	0.5602	56.02%
CYP inhibitory promiscuity	-	0.7142	71.42%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6642	66.42%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9321	93.21%
Skin irritation	-	0.8320	83.20%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7415	74.15%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.9324	93.24%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6601	66.01%
Acute Oral Toxicity (c)	III	0.6678	66.78%
Estrogen receptor binding	+	0.7937	79.37%
Androgen receptor binding	-	0.5236	52.36%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5446	54.46%
Aromatase binding	+	0.5226	52.26%
PPAR gamma	+	0.7253	72.53%
Honey bee toxicity	-	0.7362	73.62%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.6698	66.98%

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	99.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.09%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.44%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.05%	85.14%
CHEMBL4208	P20618	Proteasome component C5	93.85%	90.00%
CHEMBL2581	P07339	Cathepsin D	93.29%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.19%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.12%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.44%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.75%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.66%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.31%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.86%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.94%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.40%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.50%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	85.41%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	85.08%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.57%	99.23%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.30%	97.36%

Plants that contains it

• Chromolaena odorata

Cross-Links

• PubChem: 162952530
• LOTUS: LTS0260039
• wikiData: Q105300987