3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

• Internal ID: d2cb909c-0dce-40e5-8887-7a25f87c8bbb
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3=C(OC4=C(C3=O)C(=CC(=C4CC=C(C)C)OC5C(C(C(C(O5)CO)O)O)O)O)C6=CC=C(C=C6)O)C)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H](O[C@H]([C@@H]([C@@H]2O)O)OC3=C(OC4=C(C3=O)C(=CC(=C4CC=C(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)C6=CC=C(C=C6)O)C)O)O)O
• InChI: InChI=1S/C38H48O19/c1-13(2)5-10-18-20(53-38-30(49)27(46)24(43)21(12-39)54-38)11-19(41)22-25(44)35(33(55-34(18)22)16-6-8-17(40)9-7-16)57-37-31(50)28(47)32(15(4)52-37)56-36-29(48)26(45)23(42)14(3)51-36/h5-9,11,14-15,21,23-24,26-32,36-43,45-50H,10,12H2,1-4H3/t14-,15-,21+,23-,24+,26+,27-,28-,29+,30+,31+,32-,36-,37-,38+/m0/s1
• InChI Key: VCIVWTFJVYXKMA-RBHIFOBTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₈O₁₉
• Molecular Weight: 808.80 g/mol
• Exact Mass: 808.27897930 g/mol
• Topological Polar Surface Area (TPSA): 304.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -1.38
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8664	86.64%
Caco-2	-	0.9113	91.13%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7171	71.71%
OATP2B1 inhibitior	-	0.5741	57.41%
OATP1B1 inhibitior	+	0.8814	88.14%
OATP1B3 inhibitior	+	0.9366	93.66%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8660	86.60%
P-glycoprotein inhibitior	+	0.6420	64.20%
P-glycoprotein substrate	+	0.5491	54.91%
CYP3A4 substrate	+	0.6666	66.66%
CYP2C9 substrate	-	0.6532	65.32%
CYP2D6 substrate	-	0.8528	85.28%
CYP3A4 inhibition	-	0.9436	94.36%
CYP2C9 inhibition	-	0.7241	72.41%
CYP2C19 inhibition	-	0.6819	68.19%
CYP2D6 inhibition	-	0.8386	83.86%
CYP1A2 inhibition	-	0.6373	63.73%
CYP2C8 inhibition	+	0.7281	72.81%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7420	74.20%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9081	90.81%
Skin irritation	-	0.7969	79.69%
Skin corrosion	-	0.9499	94.99%
Ames mutagenesis	-	0.5128	51.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.6944	69.44%
Micronuclear	-	0.5367	53.67%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8659	86.59%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6975	69.75%
Acute Oral Toxicity (c)	III	0.6098	60.98%
Estrogen receptor binding	+	0.8102	81.02%
Androgen receptor binding	+	0.6680	66.80%
Thyroid receptor binding	+	0.5350	53.50%
Glucocorticoid receptor binding	+	0.6086	60.86%
Aromatase binding	+	0.5683	56.83%
PPAR gamma	+	0.7307	73.07%
Honey bee toxicity	-	0.6475	64.75%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9827	98.27%

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	99.72%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.27%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.17%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	95.09%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	94.90%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.73%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.44%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.44%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.60%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.58%	95.56%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.03%	93.10%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.67%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.30%	95.78%
CHEMBL3194	P02766	Transthyretin	83.66%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.45%	95.64%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.93%	86.92%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.77%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.38%	96.00%
CHEMBL1937	Q92769	Histone deacetylase 2	81.16%	94.75%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.16%	91.71%

Plants that contains it

• Epimedium davidii

Cross-Links

• PubChem: 6326122
• NPASS: NPC219666