5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis[(2S,4R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	d0d8f16b-9d91-44ac-b24f-c51238e46225
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides > Flavonoid 8-C-glycosides
IUPAC Name	5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis[(2S,4R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
SMILES (Canonical)	C1=CC(=CC=C1C2=CC(=O)C3=C(C(=C(C(=C3O2)C4C(C(C(C(O4)CO)O)O)O)O)C5C(C(C(C(O5)CO)O)O)O)O)O
SMILES (Isomeric)	C1=CC(=CC=C1C2=CC(=O)C3=C(C(=C(C(=C3O2)[C@H]4C([C@H]([C@@H](C(O4)CO)O)O)O)O)[C@H]5C([C@H]([C@@H](C(O5)CO)O)O)O)O)O
InChI	InChI=1S/C27H30O15/c28-6-12-17(32)21(36)23(38)26(41-12)15-19(34)14-10(31)5-11(8-1-3-9(30)4-2-8)40-25(14)16(20(15)35)27-24(39)22(37)18(33)13(7-29)42-27/h1-5,12-13,17-18,21-24,26-30,32-39H,6-7H2/t12?,13?,17-,18-,21+,22+,23?,24?,26+,27+/m1/s1
InChI Key	FIAAVMJLAGNUKW-PSCXIDSDSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₇H₃₀O₁₅
Molecular Weight	594.50 g/mol
Exact Mass	594.15847025 g/mol
Topological Polar Surface Area (TPSA)	267.00 Å²
XlogP	-2.30
Atomic LogP (AlogP)	-2.39
H-Bond Acceptor	15
H-Bond Donor	11
Rotatable Bonds	5

Synonyms

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SCHEMBL5826180

LMPK12110218

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6251	62.51%
Caco-2	-	0.9152	91.52%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5454	54.54%
OATP2B1 inhibitior	-	0.5548	55.48%
OATP1B1 inhibitior	+	0.7711	77.11%
OATP1B3 inhibitior	+	0.9752	97.52%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6705	67.05%
P-glycoprotein inhibitior	-	0.5691	56.91%
P-glycoprotein substrate	-	0.8398	83.98%
CYP3A4 substrate	+	0.5621	56.21%
CYP2C9 substrate	-	0.6194	61.94%
CYP2D6 substrate	-	0.8416	84.16%
CYP3A4 inhibition	-	0.8760	87.60%
CYP2C9 inhibition	-	0.9182	91.82%
CYP2C19 inhibition	-	0.9102	91.02%
CYP2D6 inhibition	-	0.9445	94.45%
CYP1A2 inhibition	-	0.8801	88.01%
CYP2C8 inhibition	+	0.6604	66.04%
CYP inhibitory promiscuity	-	0.7721	77.21%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6914	69.14%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.8867	88.67%
Skin irritation	-	0.7949	79.49%
Skin corrosion	-	0.9613	96.13%
Ames mutagenesis	+	0.6329	63.29%
Human Ether-a-go-go-Related Gene inhibition	+	0.7423	74.23%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	-	0.7446	74.46%
skin sensitisation	-	0.8739	87.39%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6787	67.87%
Acute Oral Toxicity (c)	IV	0.4242	42.42%
Estrogen receptor binding	+	0.7148	71.48%
Androgen receptor binding	+	0.7374	73.74%
Thyroid receptor binding	-	0.5169	51.69%
Glucocorticoid receptor binding	-	0.5206	52.06%
Aromatase binding	+	0.6474	64.74%
PPAR gamma	+	0.7165	71.65%
Honey bee toxicity	-	0.7665	76.65%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.6549	65.49%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	99.35%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.05%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.61%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.73%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	89.61%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.95%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.89%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.20%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.69%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.08%	97.09%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	82.75%	89.23%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.70%	96.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.26%	99.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.97%	91.71%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.76%	93.10%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.13%	90.71%
CHEMBL242	Q92731	Estrogen receptor beta	80.62%	98.35%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.51%	85.11%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Acanthus ebracteatus

Acanthus ilicifolius

Aeluropus lagopoides

Arrhenatherum longifolium

Bryum pseudotriquetrum