Remurin A

Details

• Internal ID: 1cfddc92-9b86-425c-819d-46763de5781b
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 3-[6-[[3,4,5,21,22,23-hexahydroxy-8,18-dioxo-11,13-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-12-yl]oxycarbonyl]-2,3,4-trihydroxyphenoxy]-4,5-dihydroxybenzoic acid
• SMILES (Canonical): C1C2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4OC5=CC(=CC(=C5O)O)C(=O)O)O)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O)OC(=O)C7=CC(=C(C(=C7C8=C(C(=C(C=C8C(=O)O1)O)O)O)O)O)O
• SMILES (Isomeric): C1C2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4OC5=CC(=CC(=C5O)O)C(=O)O)O)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O)OC(=O)C7=CC(=C(C(=C7C8=C(C(=C(C=C8C(=O)O1)O)O)O)O)O)O
• InChI: InChI=1S/C48H34O31/c49-17-2-12(3-18(50)29(17)57)43(68)77-40-39-26(10-73-45(70)14-7-22(54)32(60)35(63)27(14)28-15(46(71)76-39)8-23(55)33(61)36(28)64)75-48(79-44(69)13-4-19(51)30(58)20(52)5-13)41(40)78-47(72)16-9-24(56)34(62)37(65)38(16)74-25-6-11(42(66)67)1-21(53)31(25)59/h1-9,26,39-41,48-65H,10H2,(H,66,67)
• InChI Key: XCCSZSWHDOGTIE-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

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

Synonyms

• 140187-44-6
• 3-[6-[[3,4,5,21,22,23-hexahydroxy-8,18-dioxo-11,13-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-12-yl]oxycarbonyl]-2,3,4-trihydroxyphenoxy]-4,5-dihydroxybenzoic acid
• beta-D-Glucopyranose, cyclic 4,6-((1S)-4,4',5,5',6,6'-hexahydroxy(1,1'-biphenyl)-2,2'-dicarboxylate) 2-(2-(5-carboxy-2,3-dihydroxyphenoxy)-3,4,5-trihydroxybenzoate) 1,3-bis(3,4,5-trihydroxybenzoate)
• .beta.-D-Glucopyranose, cyclic 4,6-[(1S)-4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-dicarboxylate] 2-[2-(5-carboxy-2,3-dihydroxyphenoxy)-3,4,5-trihydroxybenzoate] 1,3-bis(3,4,5-trihydroxybenzoate)
• 3-[6-[hexahydroxy-dioxo-bis[(3,4,5-trihydroxybenzoyl)oxy][?]yl]oxycarbonyl-2,3,4-trihydroxy-phenoxy]-4,5-dihydroxy-benzoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6260	62.60%
Caco-2	-	0.8748	87.48%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6215	62.15%
OATP2B1 inhibitior	-	0.7098	70.98%
OATP1B1 inhibitior	+	0.7480	74.80%
OATP1B3 inhibitior	+	0.9124	91.24%
MATE1 inhibitior	-	0.5800	58.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8199	81.99%
P-glycoprotein inhibitior	+	0.7477	74.77%
P-glycoprotein substrate	-	0.5715	57.15%
CYP3A4 substrate	+	0.6390	63.90%
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	+	0.7927	79.27%
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	-	0.8845	88.45%
Skin irritation	-	0.7725	77.25%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6862	68.62%
Micronuclear	+	0.7933	79.33%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8273	82.73%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7473	74.73%
Acute Oral Toxicity (c)	III	0.5277	52.77%
Estrogen receptor binding	+	0.7695	76.95%
Androgen receptor binding	+	0.7384	73.84%
Thyroid receptor binding	+	0.5612	56.12%
Glucocorticoid receptor binding	+	0.5493	54.93%
Aromatase binding	+	0.5448	54.48%
PPAR gamma	+	0.7120	71.20%
Honey bee toxicity	-	0.8100	81.00%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.8919	89.19%

Targets

Proven Targets:

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	97.81%	91.11%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	96.25%	83.00%
CHEMBL1951	P21397	Monoamine oxidase A	96.10%	91.49%
CHEMBL3194	P02766	Transthyretin	94.90%	90.71%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	93.19%	94.42%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.42%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.96%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.66%	95.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.62%	95.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.33%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.84%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.28%	97.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.66%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.56%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.54%	94.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.98%	96.21%
CHEMBL4208	P20618	Proteasome component C5	85.81%	90.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.71%	89.34%
CHEMBL2581	P07339	Cathepsin D	84.36%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.72%	95.89%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.24%	83.57%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.76%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.66%	91.19%
CHEMBL213	P08588	Beta-1 adrenergic receptor	81.79%	95.56%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	81.78%	97.53%
CHEMBL3401	O75469	Pregnane X receptor	80.57%	94.73%
CHEMBL2535	P11166	Glucose transporter	80.01%	98.75%

Plants that contains it

• Tamarix aphylla
• Tamarix parviflora

Cross-Links

• PubChem: 16130314
• LOTUS: LTS0123887
• wikiData: Q105324886