5,7-Dihydroxy-2-(4-hydroxyphenyl)-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-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	0c19f457-8376-4b96-95f9-0276a622d2d0
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name	5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[3,4,5-trihydroxy-6-[(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)O)C5=CC=C(C=C5)O)O)O)O)O)O)O
SMILES (Isomeric)	CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O)O)O)O)O
InChI	InChI=1S/C27H30O15/c1-9-17(31)20(34)22(36)26(39-9)38-8-15-18(32)21(35)23(37)27(41-15)42-25-19(33)16-13(30)6-12(29)7-14(16)40-24(25)10-2-4-11(28)5-3-10/h2-7,9,15,17-18,20-23,26-32,34-37H,8H2,1H3
InChI Key	RTATXGUCZHCSNG-UHFFFAOYSA-N
Popularity	5 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)	245.00 Å²
XlogP	-0.90
Atomic LogP (AlogP)	-1.39
H-Bond Acceptor	15
H-Bond Donor	9
Rotatable Bonds	6

Synonyms

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SMR000440564

5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one

Kaempferol 3-robinobioside

cid_12313332

MEGxp0_000069

CHEMBL1419228

SCHEMBL10000318

ACon1_001454

CHEBI:139410

BDBM115128

There are more than 10 synonyms. If you wish to see them all click here.

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	+	0.5564	55.64%
Caco-2	-	0.9256	92.56%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7477	74.77%
OATP2B1 inhibitior	-	0.5609	56.09%
OATP1B1 inhibitior	+	0.8718	87.18%
OATP1B3 inhibitior	+	0.9216	92.16%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7238	72.38%
P-glycoprotein inhibitior	-	0.6185	61.85%
P-glycoprotein substrate	+	0.5349	53.49%
CYP3A4 substrate	+	0.6300	63.00%
CYP2C9 substrate	-	0.7354	73.54%
CYP2D6 substrate	-	0.8607	86.07%
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	+	0.8448	84.48%
CYP inhibitory promiscuity	-	0.6787	67.87%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6741	67.41%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.8960	89.60%
Skin irritation	-	0.8089	80.89%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4086	40.86%
Micronuclear	+	0.7192	71.92%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.9325	93.25%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8673	86.73%
Acute Oral Toxicity (c)	III	0.5971	59.71%
Estrogen receptor binding	+	0.8088	80.88%
Androgen receptor binding	+	0.6267	62.67%
Thyroid receptor binding	+	0.5491	54.91%
Glucocorticoid receptor binding	+	0.6382	63.82%
Aromatase binding	+	0.6739	67.39%
PPAR gamma	+	0.7335	73.35%
Honey bee toxicity	-	0.7978	79.78%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5450	54.50%
Fish aquatic toxicity	+	0.8993	89.93%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293236	P46063	ATP-dependent DNA helicase Q1	39810.7 nM	Potency	via CMAUP
CHEMBL2392	P06746	DNA polymerase beta	3981.1 nM	Potency	via CMAUP
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	3162.3 nM	Potency	via CMAUP
CHEMBL1287622	Q9Y468	Lethal(3)malignant brain tumor-like protein 1	14125.4 nM	Potency	via CMAUP
CHEMBL2608	P10253	Lysosomal alpha-glucosidase	31622.8 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.24%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.97%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.49%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	96.17%	91.49%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	96.06%	95.64%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.01%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.94%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	94.10%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.61%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.46%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.02%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.67%	95.56%
CHEMBL3194	P02766	Transthyretin	85.36%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.57%	95.78%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.27%	95.89%
CHEMBL242	Q92731	Estrogen receptor beta	82.02%	98.35%

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.

Abies nephrolepis

Acalypha indica

Achillea collina

Acorus calamus var. angustatus

Acorus gramineus

Agrimonia eupatoria

Akebia quinata

Alangium platanifolium

Allium triquetrum

Anchusa azurea

Aristolochia kaempferi

Artemisia igniaria