Rugosin A

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	bfe8eb42-06ca-4f0c-8cfc-073922647601
Taxonomy	Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name	3,4,5-trihydroxy-2-[[(10R,11S,12R,13S,15R)-3,4,5,22,23-pentahydroxy-8,18-dioxo-11,12,13-tris[(3,4,5-trihydroxybenzoyl)oxy]-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-21-yl]oxy]benzoic acid
SMILES (Canonical)	C1C2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)OC(=O)C6=CC(=C(C(=C6C7=C(C(=C(C=C7C(=O)O1)OC8=C(C(=C(C=C8C(=O)O)O)O)O)O)O)O)O)O
SMILES (Isomeric)	C1[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)OC(=O)C6=CC(=C(C(=C6C7=C(C(=C(C=C7C(=O)O1)OC8=C(C(=C(C=C8C(=O)O)O)O)O)O)O)O)O)O
InChI	InChI=1S/C48H34O31/c49-17-1-11(2-18(50)29(17)57)43(68)77-40-39-26(75-48(79-45(70)13-5-21(53)31(59)22(54)6-13)41(40)78-44(69)12-3-19(51)30(58)20(52)4-12)10-73-46(71)15-9-25(74-38-16(42(66)67)8-24(56)33(61)37(38)65)34(62)36(64)28(15)27-14(47(72)76-39)7-23(55)32(60)35(27)63/h1-9,26,39-41,48-65H,10H2,(H,66,67)/t26-,39-,40+,41-,48+/m1/s1
InChI Key	OMQLRKHSGHBOQC-DQLQDYHGSA-N
Popularity	2 references in papers

Physical and Chemical Properties

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Molecular Formula	C₄₈H₃₄O₃₁
Molecular Weight	1106.80 g/mol
Exact Mass	1106.10840428 g/mol
Topological Polar Surface Area (TPSA)	531.00 Å²
XlogP	2.70
Atomic LogP (AlogP)	2.57
H-Bond Acceptor	30
H-Bond Donor	18
Rotatable Bonds	9

Synonyms

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84744-48-9

3,4,5-trihydroxy-2-[[(10R,11S,12R,13S,15R)-3,4,5,22,23-pentahydroxy-8,18-dioxo-11,12,13-tris[(3,4,5-trihydroxybenzoyl)oxy]-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-21-yl]oxy]benzoic acid

beta-D-Glucopyranose, cyclic 4-2':6-2-(4-(6-carboxy-2,3,4-trihydroxyphenoxy)-4',5,5',6,6'-pentahydroxy(1,1'-biphenyl)-2,2'-dicarboxylate) 1,2,3-tris(3,4,5-trihydroxybenzoate), (S)-

ACon1_002330

C48H34O31

C48-H34-O31

NCGC00169948-01

1-O,2-O,3-O-Trigalloyl-4-O,6-O-[(pS)-2,2',3,3',4-pentahydroxy-4'-[2,3,4-trihydroxy-6-carboxyphenoxy][1,1'-biphenyl]-6,6'-diylbiscarbonyl]-beta-D-glucopyranose

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	+	0.6260	62.60%
Caco-2	-	0.8713	87.13%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6215	62.15%
OATP2B1 inhibitior	-	0.5721	57.21%
OATP1B1 inhibitior	+	0.7322	73.22%
OATP1B3 inhibitior	+	0.9124	91.24%
MATE1 inhibitior	-	0.5800	58.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8752	87.52%
P-glycoprotein inhibitior	+	0.7381	73.81%
P-glycoprotein substrate	-	0.5879	58.79%
CYP3A4 substrate	+	0.6166	61.66%
CYP2C9 substrate	-	0.6008	60.08%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.8556	85.56%
CYP2C9 inhibition	-	0.8626	86.26%
CYP2C19 inhibition	-	0.8499	84.99%
CYP2D6 inhibition	-	0.9371	93.71%
CYP1A2 inhibition	-	0.8350	83.50%
CYP2C8 inhibition	+	0.7870	78.70%
CYP inhibitory promiscuity	-	0.9047	90.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6996	69.96%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8854	88.54%
Skin irritation	-	0.7725	77.25%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7165	71.65%
Micronuclear	+	0.7933	79.33%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8273	82.73%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7939	79.39%
Acute Oral Toxicity (c)	III	0.5277	52.77%
Estrogen receptor binding	+	0.7553	75.53%
Androgen receptor binding	+	0.7384	73.84%
Thyroid receptor binding	+	0.5295	52.95%
Glucocorticoid receptor binding	+	0.5450	54.50%
Aromatase binding	+	0.5772	57.72%
PPAR gamma	+	0.7024	70.24%
Honey bee toxicity	-	0.8167	81.67%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.8919	89.19%

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
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	97.60%	83.00%
CHEMBL1951	P21397	Monoamine oxidase A	97.24%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.12%	91.11%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	94.55%	94.42%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.38%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.75%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.53%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.00%	95.17%
CHEMBL3194	P02766	Transthyretin	91.93%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.80%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.66%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.16%	95.56%
CHEMBL230	P35354	Cyclooxygenase-2	86.94%	89.63%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.91%	97.21%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.88%	95.50%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	86.01%	96.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.15%	96.21%
CHEMBL4208	P20618	Proteasome component C5	83.58%	90.00%
CHEMBL2581	P07339	Cathepsin D	82.43%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	81.18%	91.19%
CHEMBL1811	P34995	Prostanoid EP1 receptor	81.17%	95.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.88%	96.95%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	80.88%	97.53%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.82%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.59%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.37%	97.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.21%	89.34%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.04%	92.62%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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