5-hydroxy-2-[3-hydroxy-4-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3,7-dimethoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 6e8927f9-5b7f-4ea5-b286-1504ad073c10
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 5-hydroxy-2-[3-hydroxy-4-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3,7-dimethoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): COC1=C(C(=C2C(=C1)OC(=C(C2=O)OC)C3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): COC1=C(C(=C2C(=C1)OC(=C(C2=O)OC)C3=CC(=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@@H](O4)CO)O)O)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C29H34O18/c1-41-13-6-12-16(19(35)26(13)47-29-24(40)22(38)18(34)15(8-31)46-29)20(36)27(42-2)25(43-12)9-3-4-11(10(32)5-9)44-28-23(39)21(37)17(33)14(7-30)45-28/h3-6,14-15,17-18,21-24,28-35,37-40H,7-8H2,1-2H3/t14-,15+,17+,18+,21-,22-,23+,24+,28+,29-/m0/s1
• InChI Key: UCUKHAYJFKBLBM-CQNQGPAFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₄O₁₈
• Molecular Weight: 670.60 g/mol
• Exact Mass: 670.17451423 g/mol
• Topological Polar Surface Area (TPSA): 284.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -2.75
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5623	56.23%
Caco-2	-	0.8968	89.68%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5984	59.84%
OATP2B1 inhibitior	-	0.8468	84.68%
OATP1B1 inhibitior	+	0.9421	94.21%
OATP1B3 inhibitior	+	0.9748	97.48%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7441	74.41%
P-glycoprotein inhibitior	+	0.5851	58.51%
P-glycoprotein substrate	-	0.5906	59.06%
CYP3A4 substrate	+	0.6193	61.93%
CYP2C9 substrate	-	0.8485	84.85%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.9284	92.84%
CYP2C9 inhibition	-	0.9208	92.08%
CYP2C19 inhibition	-	0.9124	91.24%
CYP2D6 inhibition	-	0.9531	95.31%
CYP1A2 inhibition	-	0.9232	92.32%
CYP2C8 inhibition	+	0.8119	81.19%
CYP inhibitory promiscuity	-	0.7113	71.13%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7032	70.32%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9097	90.97%
Skin irritation	-	0.8442	84.42%
Skin corrosion	-	0.9614	96.14%
Ames mutagenesis	+	0.5136	51.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.6768	67.68%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.9340	93.40%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.9357	93.57%
Acute Oral Toxicity (c)	III	0.7041	70.41%
Estrogen receptor binding	+	0.8313	83.13%
Androgen receptor binding	+	0.5638	56.38%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6298	62.98%
Aromatase binding	+	0.5931	59.31%
PPAR gamma	+	0.6980	69.80%
Honey bee toxicity	-	0.7788	77.88%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7049	70.49%
Fish aquatic toxicity	+	0.7167	71.67%

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	98.60%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.53%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.04%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.10%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.44%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.16%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.45%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.97%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.92%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.71%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	85.93%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.50%	86.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.36%	96.21%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.91%	95.64%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.31%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.27%	95.56%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.55%	95.53%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.26%	95.78%

Plants that contains it

• Chrysosplenium tetrandrum

Cross-Links

• PubChem: 163106136
• LOTUS: LTS0013291
• wikiData: Q105270153