Isorugosin D

Details

• Internal ID: 8f5e525c-7204-42df-984c-9272d04962c5
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [3,4,21,22,23-pentahydroxy-8,18-dioxo-11,12-bis[(3,4,5-trihydroxybenzoyl)oxy]-5-[2,3,4-trihydroxy-6-[[3,4,5,22,23-pentahydroxy-8,18-dioxo-11,12-bis[(3,4,5-trihydroxybenzoyl)oxy]-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(19),2,4,6,20,22-hexaen-13-yl]oxycarbonyl]phenoxy]-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-13-yl] 2,3,4,5-tetrahydroxybenzoate
• InChI: InChI=1S/C82H58O52/c83-28-2-1-22-44(53(28)101)46-24(12-38(93)55(103)60(46)108)77(118)127-65-42(16-122-75(22)116)126-82(70(132-74(115)21-9-35(90)52(100)36(91)10-21)67(65)129-71(112)18-3-29(84)49(97)30(85)4-18)134-80(121)27-14-40(95)57(105)63(111)64(27)124-41-15-25-47(61(109)58(41)106)45-23(11-37(92)54(102)59(45)107)76(117)123-17-43-66(128-78(25)119)68(130-72(113)19-5-31(86)50(98)32(87)6-19)69(131-73(114)20-7-33(88)51(99)34(89)8-20)81(125-43)133-79(120)26-13-39(94)56(104)62(110)48(26)96/h1-15,42-43,65-70,81-111H,16-17H2
• InChI Key: RRKSLFYXWXKOPJ-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈₂H₅₈O₅₂
• Molecular Weight: 1875.30 g/mol
• Exact Mass: 1874.1894121 g/mol
• Topological Polar Surface Area (TPSA): 877.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 3.73
• H-Bond Acceptor: 52
• H-Bond Donor: 29
• Rotatable Bonds: 14

Synonyms

• 95457-27-5
• beta-D-Glucopyranose, cyclic 4-2:6-2'-((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) 1,2,3-tris(3,4,5-trihydroxybenzoate)
• .beta.-D-Glucopyranose, 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] 1,2,3-tris(3,4,5-trihydroxybenzoate)
• [pentahydroxy-dioxo-bis[(3,4,5-trihydroxybenzoyl)oxy]-[2,3,4-trihydroxy-6-[pentahydroxy-dioxo-bis[(3,4,5-trihydroxybenzoyl)oxy][?]yl]oxycarbonyl-phenoxy][?]yl] 2,3,4,5-tetrahydroxybenzoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5561	55.61%
Caco-2	-	0.8557	85.57%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5967	59.67%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.7444	74.44%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	0.5800	58.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8613	86.13%
P-glycoprotein inhibitior	+	0.7427	74.27%
P-glycoprotein substrate	+	0.5874	58.74%
CYP3A4 substrate	+	0.6746	67.46%
CYP2C9 substrate	-	0.5948	59.48%
CYP2D6 substrate	-	0.8625	86.25%
CYP3A4 inhibition	-	0.8993	89.93%
CYP2C9 inhibition	-	0.8682	86.82%
CYP2C19 inhibition	-	0.8049	80.49%
CYP2D6 inhibition	-	0.9340	93.40%
CYP1A2 inhibition	-	0.8484	84.84%
CYP2C8 inhibition	+	0.8239	82.39%
CYP inhibitory promiscuity	-	0.8911	89.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6562	65.62%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.8957	89.57%
Skin irritation	-	0.8145	81.45%
Skin corrosion	-	0.9507	95.07%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7501	75.01%
Micronuclear	+	0.7833	78.33%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8148	81.48%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7626	76.26%
Acute Oral Toxicity (c)	III	0.5149	51.49%
Estrogen receptor binding	+	0.6735	67.35%
Androgen receptor binding	+	0.7607	76.07%
Thyroid receptor binding	+	0.6203	62.03%
Glucocorticoid receptor binding	+	0.6300	63.00%
Aromatase binding	+	0.6425	64.25%
PPAR gamma	+	0.7456	74.56%
Honey bee toxicity	-	0.7792	77.92%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8766	87.66%

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	99.78%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.16%	91.11%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	96.99%	83.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.00%	95.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.01%	99.15%
CHEMBL3194	P02766	Transthyretin	93.01%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.27%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.04%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.70%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.79%	89.00%
CHEMBL4208	P20618	Proteasome component C5	89.45%	90.00%
CHEMBL2581	P07339	Cathepsin D	88.94%	98.95%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	88.57%	94.42%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.90%	99.17%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	87.55%	96.00%
CHEMBL2535	P11166	Glucose transporter	86.67%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.99%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.39%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.03%	99.23%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.32%	97.21%
CHEMBL3401	O75469	Pregnane X receptor	83.73%	94.73%
CHEMBL4530	P00488	Coagulation factor XIII	83.43%	96.00%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	81.55%	97.53%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.21%	95.50%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.70%	93.40%

Plants that contains it

• Liquidambar formosana

Cross-Links

• PubChem: 16130313
• LOTUS: LTS0247209
• wikiData: Q105244184