Ombuoside

Details

• Internal ID: d951305c-6916-429b-9e46-601b67180da1
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-methoxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)OC)C5=CC(=C(C=C5)OC)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)OC)C5=CC(=C(C=C5)OC)O)O)O)O)O)O)O
• InChI: InChI=1S/C29H34O16/c1-10-19(32)22(35)24(37)28(42-10)41-9-17-20(33)23(36)25(38)29(44-17)45-27-21(34)18-14(31)7-12(39-2)8-16(18)43-26(27)11-4-5-15(40-3)13(30)6-11/h4-8,10,17,19-20,22-25,28-33,35-38H,9H2,1-3H3/t10-,17+,19-,20+,22+,23-,24+,25+,28+,29-/m0/s1
• InChI Key: VVSFMIXQNYRGMG-BDAFLREQSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₄O₁₆
• Molecular Weight: 638.60 g/mol
• Exact Mass: 638.18468499 g/mol
• Topological Polar Surface Area (TPSA): 244.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.08
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

• 5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-methoxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• HY-N3138
• C29H34O16
• AKOS040760607
• AC-34794
• MS-30899
• Ombuin-3-O-rutinoside; Ombuin-3-rutinoside
• CS-0023343

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4796	47.96%
Caco-2	-	0.9070	90.70%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6680	66.80%
OATP2B1 inhibitior	-	0.5766	57.66%
OATP1B1 inhibitior	+	0.9162	91.62%
OATP1B3 inhibitior	+	0.9137	91.37%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5709	57.09%
P-glycoprotein inhibitior	-	0.5142	51.42%
P-glycoprotein substrate	+	0.6715	67.15%
CYP3A4 substrate	+	0.6169	61.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8527	85.27%
CYP3A4 inhibition	-	0.9310	93.10%
CYP2C9 inhibition	-	0.9351	93.51%
CYP2C19 inhibition	-	0.9301	93.01%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.9113	91.13%
CYP2C8 inhibition	+	0.8403	84.03%
CYP inhibitory promiscuity	-	0.6965	69.65%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6809	68.09%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9065	90.65%
Skin irritation	-	0.8382	83.82%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6842	68.42%
Micronuclear	+	0.7192	71.92%
Hepatotoxicity	-	0.6198	61.98%
skin sensitisation	-	0.9454	94.54%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.9162	91.62%
Acute Oral Toxicity (c)	III	0.6850	68.50%
Estrogen receptor binding	+	0.8073	80.73%
Androgen receptor binding	+	0.5277	52.77%
Thyroid receptor binding	+	0.5476	54.76%
Glucocorticoid receptor binding	+	0.6544	65.44%
Aromatase binding	+	0.5601	56.01%
PPAR gamma	+	0.6905	69.05%
Honey bee toxicity	-	0.7828	78.28%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.8533	85.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.66%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.56%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.68%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.82%	89.00%
CHEMBL2581	P07339	Cathepsin D	96.09%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.91%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.77%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	93.93%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.18%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.06%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.58%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.40%	94.73%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.56%	95.78%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.03%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.85%	97.09%
CHEMBL4208	P20618	Proteasome component C5	84.46%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.24%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.15%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.60%	86.92%
CHEMBL3194	P02766	Transthyretin	82.56%	90.71%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.77%	95.53%

Plants that contains it

• Aconitum variegatum
• Coleostephus myconis
• Dahlia pinnata
• Gynostemma pentaphyllum
• Hemionitis pteridioides
• Kaempferia parviflora
• Ostrya carpinifolia
• Stephania dielsiana
• Synotis alata
• Vangueria agrestis

Cross-Links

• PubChem: 10100634
• NPASS: NPC43925
• LOTUS: LTS0161488
• wikiData: Q105297837