Rugosin E

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	44102288-96f4-44d0-9980-e9695433eace
Taxonomy	Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name	[(10R,11S,12R,13S,15R)-3,4,5,21,22,23-hexahydroxy-8,18-dioxo-11,12-bis[(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-13-yl] 2-[[(11R,12R)-3,4,11,17,18,19-hexahydroxy-8,14-dioxo-12-[(1S,2R)-3-oxo-1,2-bis[(3,4,5-trihydroxybenzoyl)oxy]propyl]-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-5-yl]oxy]-3,4,5-trihydroxybenzoate
SMILES (Canonical)	C1C(C(OC(=O)C2=CC(=C(C(=C2C3=C(C(=C(C=C3C(=O)O1)OC4=C(C(=C(C=C4C(=O)OC5C(C(C6C(O5)COC(=O)C7=CC(=C(C(=C7C8=C(C(=C(C=C8C(=O)O6)O)O)O)O)O)O)OC(=O)C9=CC(=C(C(=C9)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O)O)O)O)O)O)O)O)C(C(C=O)OC(=O)C1=CC(=C(C(=C1)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O
SMILES (Isomeric)	C1[C@H]([C@@H](OC(=O)C2=CC(=C(C(=C2C3=C(C(=C(C=C3C(=O)O1)OC4=C(C(=C(C=C4C(=O)O[C@H]5[C@@H]([C@H]([C@H]6[C@H](O5)COC(=O)C7=CC(=C(C(=C7C8=C(C(=C(C=C8C(=O)O6)O)O)O)O)O)O)OC(=O)C9=CC(=C(C(=C9)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O)O)O)O)O)O)O)O)[C@@H]([C@H](C=O)OC(=O)C1=CC(=C(C(=C1)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O
InChI	InChI=1S/C75H54O48/c76-14-40(116-66(104)17-1-26(77)46(90)27(78)2-17)62(119-67(105)18-3-28(79)47(91)29(80)4-18)61-38(89)15-113-71(109)24-13-39(54(98)58(102)45(24)44-22(72(110)118-61)10-35(86)52(96)57(44)101)115-60-25(12-37(88)53(97)59(60)103)74(112)123-75-65(122-69(107)20-7-32(83)49(93)33(84)8-20)64(121-68(106)19-5-30(81)48(92)31(82)6-19)63-41(117-75)16-114-70(108)21-9-34(85)50(94)55(99)42(21)43-23(73(111)120-63)11-36(87)51(95)56(43)100/h1-14,38,40-41,61-65,75,77-103H,15-16H2/t38-,40+,41-,61-,62-,63-,64+,65-,75+/m1/s1
InChI Key	FJVMRJWMETUPFP-AIGHVOLPSA-N
Popularity	3 references in papers

Physical and Chemical Properties

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Molecular Formula	C₇₅H₅₄O₄₈
Molecular Weight	1723.20 g/mol
Exact Mass	1722.1784534 g/mol
Topological Polar Surface Area (TPSA)	818.00 Å²
XlogP	2.20
Atomic LogP (AlogP)	2.59
H-Bond Acceptor	48
H-Bond Donor	27
Rotatable Bonds	15

Synonyms

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84744-51-4

DTXSID60233756

C75H54O48

C75-H54-O48

[hexahydroxy-dioxo-bis[(3,4,5-trihydroxybenzoyl)oxy][?]yl] 2-[hexahydroxy-dioxo-[(1S,2R)-3-oxo-1,2-bis[(3,4,5-trihydroxybenzoyl)oxy]propyl][?]yl]oxy-3,4,5-trihydroxy-benzoate

D-Glucose, cyclic 4-2':6-2-(4-(6-(((4,6-O-((4,4',5,5',6,6'-hexahydroxy(1,1'-biphenyl)-2,2'-diyl)dicarbonyl)-2,3-bis-O-(3,4,5-trihydroxybenzoyl)-beta-D-glucopyranosyl)oxy)carbonyl)-2,3,4-trihydroxyphenoxy)-4',5,5',6,6'-pentahydroxy(1,1'-biphenyl)-2,2'-dicarboxylate) 2,3-bis(3,4,5-trihydroxy

D-Glucose, cyclic 4.fwdarw.2':6.fwdarw.2-[(1S)-4-[6-[[[4,6-O-[[(1S)-4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-diyl]dicarbonyl]-2,3-bis-O-(3,4,5-trihydroxybenzoyl)-.beta.-D-glucopyranosyl]oxy]carbonyl]-2,3,4-trihydroxyphenoxy]-4',5,5',6,6'-pentahydroxy[1,1'-biphenyl]-2,2'-dicarboxylate] 2,3-bis(3,4,5-trihydroxybenzoate)

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	+	0.6114	61.14%
Caco-2	-	0.8559	85.59%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5076	50.76%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.7157	71.57%
OATP1B3 inhibitior	+	0.9167	91.67%
MATE1 inhibitior	-	0.5600	56.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9119	91.19%
P-glycoprotein inhibitior	+	0.7427	74.27%
P-glycoprotein substrate	+	0.6472	64.72%
CYP3A4 substrate	+	0.6978	69.78%
CYP2C9 substrate	-	0.8040	80.40%
CYP2D6 substrate	-	0.8534	85.34%
CYP3A4 inhibition	-	0.9079	90.79%
CYP2C9 inhibition	-	0.9360	93.60%
CYP2C19 inhibition	-	0.8926	89.26%
CYP2D6 inhibition	-	0.9163	91.63%
CYP1A2 inhibition	-	0.8806	88.06%
CYP2C8 inhibition	+	0.8140	81.40%
CYP inhibitory promiscuity	-	0.9476	94.76%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6554	65.54%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.8957	89.57%
Skin irritation	-	0.8170	81.70%
Skin corrosion	-	0.9502	95.02%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7446	74.46%
Micronuclear	+	0.7833	78.33%
Hepatotoxicity	-	0.6343	63.43%
skin sensitisation	-	0.8194	81.94%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8191	81.91%
Acute Oral Toxicity (c)	III	0.5678	56.78%
Estrogen receptor binding	+	0.6951	69.51%
Androgen receptor binding	+	0.7366	73.66%
Thyroid receptor binding	+	0.6338	63.38%
Glucocorticoid receptor binding	+	0.6452	64.52%
Aromatase binding	+	0.6466	64.66%
PPAR gamma	+	0.7448	74.48%
Honey bee toxicity	-	0.6768	67.68%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8258	82.58%

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	99.21%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.56%	91.49%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.47%	95.17%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	97.05%	83.00%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	94.25%	97.53%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.23%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.05%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.74%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.69%	95.50%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.82%	89.34%
CHEMBL2581	P07339	Cathepsin D	91.34%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.01%	97.21%
CHEMBL3401	O75469	Pregnane X receptor	89.81%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.49%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.46%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.43%	99.23%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.29%	96.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.00%	99.17%
CHEMBL4208	P20618	Proteasome component C5	87.93%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.62%	94.00%
CHEMBL3194	P02766	Transthyretin	86.05%	90.71%
CHEMBL2179	P04062	Beta-glucocerebrosidase	86.03%	85.31%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.01%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	84.71%	91.19%
CHEMBL2535	P11166	Glucose transporter	83.00%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.70%	92.62%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.27%	93.40%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.21%	95.64%
CHEMBL4530	P00488	Coagulation factor XIII	81.97%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.77%	96.09%
CHEMBL3891	P07384	Calpain 1	80.52%	93.04%

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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