2-(3,4-dihydroxyphenyl)-3-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 09629cc5-1ff5-4141-8201-20e224c8b09e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-3-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R,6R)-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=CC4=C(C=C3)C(=O)C(=C(O4)C5=CC(=C(C=C5)O)O)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=CC4=C(C=C3)C(=O)C(=C(O4)C5=CC(=C(C=C5)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H30O15/c1-9-17(30)20(33)23(36)26(39-9)38-8-16-19(32)21(34)24(37)27(42-16)40-11-3-4-12-15(7-11)41-25(22(35)18(12)31)10-2-5-13(28)14(29)6-10/h2-7,9,16-17,19-21,23-24,26-30,32-37H,8H2,1H3/t9-,16-,17+,19-,20+,21+,23-,24-,26-,27-/m1/s1
• InChI Key: ROKINGZIRKUMQG-GCRIMBLLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₅
• Molecular Weight: 594.50 g/mol
• Exact Mass: 594.15847025 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.39
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5564	55.64%
Caco-2	-	0.9098	90.98%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7477	74.77%
OATP2B1 inhibitior	-	0.5634	56.34%
OATP1B1 inhibitior	+	0.9364	93.64%
OATP1B3 inhibitior	+	0.9216	92.16%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7231	72.31%
P-glycoprotein inhibitior	-	0.7703	77.03%
P-glycoprotein substrate	-	0.5232	52.32%
CYP3A4 substrate	+	0.6469	64.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8464	84.64%
CYP3A4 inhibition	-	0.9249	92.49%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9545	95.45%
CYP1A2 inhibition	-	0.8673	86.73%
CYP2C8 inhibition	+	0.7519	75.19%
CYP inhibitory promiscuity	-	0.6787	67.87%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6741	67.41%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9155	91.55%
Skin irritation	-	0.8089	80.89%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3771	37.71%
Micronuclear	+	0.7192	71.92%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9325	93.25%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.9561	95.61%
Acute Oral Toxicity (c)	III	0.5971	59.71%
Estrogen receptor binding	+	0.7331	73.31%
Androgen receptor binding	+	0.5487	54.87%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4708	47.08%
Aromatase binding	+	0.5759	57.59%
PPAR gamma	+	0.7260	72.60%
Honey bee toxicity	-	0.7725	77.25%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.8993	89.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.91%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.90%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.52%	89.00%
CHEMBL2581	P07339	Cathepsin D	96.90%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.37%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.21%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.12%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.27%	94.73%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.06%	97.36%
CHEMBL1907	P15144	Aminopeptidase N	90.95%	93.31%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.32%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.27%	97.09%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	87.88%	80.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.72%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.95%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.74%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.70%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.61%	96.09%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	83.31%	80.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.30%	90.71%

Plants that contains it

• Baptisia lecontei
• Baptisia sphaerocarpa

Cross-Links

• PubChem: 163032226
• LOTUS: LTS0106058
• wikiData: Q105242276