isovitexin 2''-O-rhamnoside

Details

• Internal ID: dcdaeeaa-8dfa-46b2-8fdb-0b8007832e01
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides
• IUPAC Name: 6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2C3=C(C4=C(C=C3O)OC(=CC4=O)C5=CC=C(C=C5)O)O)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2C3=C(C4=C(C=C3O)OC(=CC4=O)C5=CC=C(C=C5)O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C27H30O14/c1-9-19(32)22(35)24(37)27(38-9)41-26-23(36)20(33)16(8-28)40-25(26)18-13(31)7-15-17(21(18)34)12(30)6-14(39-15)10-2-4-11(29)5-3-10/h2-7,9,16,19-20,22-29,31-37H,8H2,1H3/t9-,16+,19-,20+,22+,23-,24+,25-,26+,27-/m0/s1
• InChI Key: BGPMMCPSTAYIEL-UTKQBPCESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₄
• Molecular Weight: 578.50 g/mol
• Exact Mass: 578.16355563 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.06
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 5

Synonyms

• isovitexin 2''-O-rhamnoside
• isoleucine betaine
• Compound NP-005157
• MEGxp0_001392
• ACon1_001544
• DTXSID701346090
• AKOS040734467
• 2"-O-alpha-L-Rhamnopyranosyl-isovitexin
• NCGC00180396-01
• BRD-K92817658-001-01-4
• 2"-O-alpha-L-Rhamnopyranosyl-isovitexin, >=90% (LC/MS-ELSD)
• Isovitexin-2''-O-rhamnoside (2''-O-alpha-L-Rhamnopyranosyl-isovitexin)
• 6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4777	47.77%
Caco-2	-	0.9194	91.94%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.6881	68.81%
OATP2B1 inhibitior	-	0.5603	56.03%
OATP1B1 inhibitior	+	0.8375	83.75%
OATP1B3 inhibitior	+	0.9552	95.52%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.4664	46.64%
P-glycoprotein inhibitior	-	0.7218	72.18%
P-glycoprotein substrate	-	0.6015	60.15%
CYP3A4 substrate	+	0.6446	64.46%
CYP2C9 substrate	-	0.6795	67.95%
CYP2D6 substrate	-	0.8609	86.09%
CYP3A4 inhibition	-	0.9358	93.58%
CYP2C9 inhibition	-	0.9271	92.71%
CYP2C19 inhibition	-	0.9330	93.30%
CYP2D6 inhibition	-	0.9643	96.43%
CYP1A2 inhibition	-	0.8830	88.30%
CYP2C8 inhibition	+	0.7323	73.23%
CYP inhibitory promiscuity	-	0.7188	71.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7023	70.23%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9184	91.84%
Skin irritation	-	0.8192	81.92%
Skin corrosion	-	0.9626	96.26%
Ames mutagenesis	+	0.5099	50.99%
Human Ether-a-go-go-Related Gene inhibition	-	0.4333	43.33%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.9312	93.12%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.9226	92.26%
Acute Oral Toxicity (c)	III	0.5734	57.34%
Estrogen receptor binding	+	0.7817	78.17%
Androgen receptor binding	+	0.7351	73.51%
Thyroid receptor binding	+	0.5869	58.69%
Glucocorticoid receptor binding	+	0.6626	66.26%
Aromatase binding	+	0.6353	63.53%
PPAR gamma	+	0.7586	75.86%
Honey bee toxicity	-	0.6950	69.50%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8289	82.89%

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	99.62%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.67%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.94%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.21%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	94.57%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.21%	86.33%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	92.85%	83.57%
CHEMBL3401	O75469	Pregnane X receptor	90.60%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.38%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.35%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.22%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.56%	86.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.60%	96.21%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.78%	91.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.02%	97.36%
CHEMBL3194	P02766	Transthyretin	82.07%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.30%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.66%	97.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.29%	93.10%
CHEMBL3038469	P24941	CDK2/Cyclin A	80.29%	91.38%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.11%	99.17%

Plants that contains it

• Crataegus pinnatifida
• Euphorbia hirta
• Ficus pumila
• Flacourtia indica
• Machilus japonica
• Oxalis triangularis
• Tripterospermum japonicum

Cross-Links

• PubChem: 23844078
• NPASS: NPC85946
• LOTUS: LTS0071008
• wikiData: Q104935675