(3S,4S)-4-[(Z)-1-carboxy-3-[[(1R,19R,21S,22R,23R)-6-(6-carboxy-2,3,4-trihydroxyphenoxy)-7,8,11,12,13,22-hexahydroxy-3,16-dioxo-21-(3,4,5-trihydroxybenzoyl)oxy-2,17,20-trioxatetracyclo[17.3.1.04,9.010,15]tricosa-4,6,8,10,12,14-hexaen-23-yl]oxy]-3-oxoprop-1-en-2-yl]-5,6,7-trihydroxy-1-oxo-3,4-dihydroisochromene-3-carboxylic acid

Details

• Internal ID: 8eb4beed-ff7f-45ec-aebf-7f4bc593f7fc
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: (3S,4S)-4-[(Z)-1-carboxy-3-[[(1R,19R,21S,22R,23R)-6-(6-carboxy-2,3,4-trihydroxyphenoxy)-7,8,11,12,13,22-hexahydroxy-3,16-dioxo-21-(3,4,5-trihydroxybenzoyl)oxy-2,17,20-trioxatetracyclo[17.3.1.04,9.010,15]tricosa-4,6,8,10,12,14-hexaen-23-yl]oxy]-3-oxoprop-1-en-2-yl]-5,6,7-trihydroxy-1-oxo-3,4-dihydroisochromene-3-carboxylic acid
• InChI: InChI=1S/C48H34O33/c49-15-1-9(2-16(50)27(15)56)43(70)81-48-36(65)40-38(78-47(74)13(7-22(54)55)26-25-11(4-18(52)29(58)33(25)62)45(72)79-39(26)42(68)69)21(77-48)8-75-44(71)10-3-17(51)28(57)32(61)23(10)24-12(46(73)80-40)6-20(31(60)34(24)63)76-37-14(41(66)67)5-19(53)30(59)35(37)64/h1-7,21,26,36,38-40,48-53,56-65H,8H2,(H,54,55)(H,66,67)(H,68,69)/b13-7-/t21-,26-,36-,38-,39+,40-,48+/m1/s1
• InChI Key: MOXIBUYRLMGMJE-YPWCFRPISA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₃₄O₃₃
• Molecular Weight: 1138.80 g/mol
• Exact Mass: 1138.0982335 g/mol
• Topological Polar Surface Area (TPSA): 565.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.69
• H-Bond Acceptor: 30
• H-Bond Donor: 18
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8247	82.47%
Caco-2	-	0.8752	87.52%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6046	60.46%
OATP2B1 inhibitior	-	0.5720	57.20%
OATP1B1 inhibitior	+	0.7729	77.29%
OATP1B3 inhibitior	+	0.9440	94.40%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6618	66.18%
P-glycoprotein inhibitior	+	0.7305	73.05%
P-glycoprotein substrate	+	0.6764	67.64%
CYP3A4 substrate	+	0.7021	70.21%
CYP2C9 substrate	-	0.8070	80.70%
CYP2D6 substrate	-	0.8706	87.06%
CYP3A4 inhibition	-	0.7552	75.52%
CYP2C9 inhibition	-	0.5938	59.38%
CYP2C19 inhibition	-	0.5299	52.99%
CYP2D6 inhibition	-	0.8700	87.00%
CYP1A2 inhibition	-	0.7625	76.25%
CYP2C8 inhibition	+	0.8361	83.61%
CYP inhibitory promiscuity	-	0.6512	65.12%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6838	68.38%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.8928	89.28%
Skin irritation	-	0.7539	75.39%
Skin corrosion	-	0.9494	94.94%
Ames mutagenesis	-	0.5618	56.18%
Human Ether-a-go-go-Related Gene inhibition	+	0.6767	67.67%
Micronuclear	+	0.7733	77.33%
Hepatotoxicity	-	0.6427	64.27%
skin sensitisation	-	0.7080	70.80%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9035	90.35%
Acute Oral Toxicity (c)	III	0.4282	42.82%
Estrogen receptor binding	+	0.7542	75.42%
Androgen receptor binding	+	0.7373	73.73%
Thyroid receptor binding	+	0.5273	52.73%
Glucocorticoid receptor binding	-	0.5248	52.48%
Aromatase binding	+	0.5373	53.73%
PPAR gamma	+	0.7103	71.03%
Honey bee toxicity	-	0.6936	69.36%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9691	96.91%

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	99.69%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.28%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.58%	96.38%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	96.05%	83.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.63%	99.23%
CHEMBL3194	P02766	Transthyretin	92.42%	90.71%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	91.77%	94.42%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.62%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.42%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.49%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.86%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.48%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.81%	89.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.54%	95.78%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	88.13%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.77%	95.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.73%	91.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.64%	92.62%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.94%	93.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.89%	89.34%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.80%	91.07%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	84.76%	97.31%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.79%	96.21%
CHEMBL2581	P07339	Cathepsin D	83.64%	98.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.52%	98.75%
CHEMBL3891	P07384	Calpain 1	83.01%	93.04%
CHEMBL340	P08684	Cytochrome P450 3A4	82.85%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.56%	95.89%
CHEMBL4361	Q07820	Induced myeloid leukemia cell differentiation protein Mcl-1	81.92%	95.52%
CHEMBL4208	P20618	Proteasome component C5	81.85%	90.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.58%	95.64%
CHEMBL213	P08588	Beta-1 adrenergic receptor	81.30%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.04%	100.00%
CHEMBL4530	P00488	Coagulation factor XIII	81.01%	96.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.99%	92.50%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	80.15%	83.57%

Plants that contains it

• Mallotus repandus
• Phyllanthus amarus

Cross-Links

• PubChem: 16170982
• LOTUS: LTS0088175
• wikiData: Q104403389