(Z)-3-[(3S,4R)-3-carboxy-5,6,7-trihydroxy-1-oxo-3,4-dihydroisochromen-4-yl]-4-[[(1R,19R,21S,22R,23R)-6,7,8,11,12,13,22-heptahydroxy-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]-4-oxobut-2-enoate

Details

• Internal ID: 29c41962-0dcc-4234-b8b9-3a2e2bc15d98
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: (Z)-3-[(3S,4R)-3-carboxy-5,6,7-trihydroxy-1-oxo-3,4-dihydroisochromen-4-yl]-4-[[(1R,19R,21S,22R,23R)-6,7,8,11,12,13,22-heptahydroxy-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]-4-oxobut-2-enoate
• SMILES (Canonical): C1C2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)O)OC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C=C5C(=O)O1)O)O)O)O)O)O)OC(=O)C(=CC(=O)[O-])C6C(OC(=O)C7=CC(=C(C(=C67)O)O)O)C(=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)O)OC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C=C5C(=O)O1)O)O)O)O)O)O)OC(=O)/C(=C\C(=O)[O-])/[C@@H]6[C@H](OC(=O)C7=CC(=C(C(=C67)O)O)O)C(=O)O
• InChI: InChI=1S/C41H30O28/c42-13-1-8(2-14(43)24(13)49)36(59)69-41-31(56)34-32(66-40(63)12(6-19(47)48)23-22-11(5-17(46)27(52)30(22)55)38(61)67-33(23)35(57)58)18(65-41)7-64-37(60)9-3-15(44)25(50)28(53)20(9)21-10(39(62)68-34)4-16(45)26(51)29(21)54/h1-6,18,23,31-34,41-46,49-56H,7H2,(H,47,48)(H,57,58)/p-1/b12-6-/t18-,23+,31-,32-,33+,34-,41+/m1/s1
• InChI Key: WUTXIOAKRFKQHK-BWPKHYERSA-M
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₂₉O₂₈-
• Molecular Weight: 969.60 g/mol
• Exact Mass: 969.08453526 g/mol
• Topological Polar Surface Area (TPSA): 481.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): -1.55
• H-Bond Acceptor: 27
• H-Bond Donor: 14
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6211	62.11%
Caco-2	-	0.8847	88.47%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4873	48.73%
OATP2B1 inhibitior	-	0.5720	57.20%
OATP1B1 inhibitior	+	0.7696	76.96%
OATP1B3 inhibitior	+	0.9368	93.68%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7234	72.34%
P-glycoprotein inhibitior	+	0.7192	71.92%
P-glycoprotein substrate	+	0.5873	58.73%
CYP3A4 substrate	+	0.6952	69.52%
CYP2C9 substrate	-	0.8013	80.13%
CYP2D6 substrate	-	0.8697	86.97%
CYP3A4 inhibition	-	0.8165	81.65%
CYP2C9 inhibition	-	0.6366	63.66%
CYP2C19 inhibition	-	0.5506	55.06%
CYP2D6 inhibition	-	0.8599	85.99%
CYP1A2 inhibition	-	0.7439	74.39%
CYP2C8 inhibition	+	0.7705	77.05%
CYP inhibitory promiscuity	-	0.7126	71.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6693	66.93%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8848	88.48%
Skin irritation	-	0.7545	75.45%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	-	0.5272	52.72%
Human Ether-a-go-go-Related Gene inhibition	+	0.7009	70.09%
Micronuclear	+	0.7833	78.33%
Hepatotoxicity	-	0.6927	69.27%
skin sensitisation	-	0.7484	74.84%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9197	91.97%
Acute Oral Toxicity (c)	III	0.4458	44.58%
Estrogen receptor binding	+	0.7735	77.35%
Androgen receptor binding	+	0.7335	73.35%
Thyroid receptor binding	+	0.5272	52.72%
Glucocorticoid receptor binding	-	0.4774	47.74%
Aromatase binding	-	0.4939	49.39%
PPAR gamma	+	0.7060	70.60%
Honey bee toxicity	-	0.7340	73.40%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9688	96.88%

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	99.64%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.20%	91.49%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.85%	96.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.13%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.12%	86.33%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	91.89%	83.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.74%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.22%	98.95%
CHEMBL3194	P02766	Transthyretin	89.09%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.01%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.76%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.90%	99.23%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	86.13%	97.31%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.71%	91.07%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.93%	91.71%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.74%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.71%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.67%	99.15%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.20%	95.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.51%	90.71%
CHEMBL5255	O00206	Toll-like receptor 4	83.41%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.69%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.23%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.94%	92.62%
CHEMBL4208	P20618	Proteasome component C5	80.34%	90.00%

Plants that contains it

• Agave utahensis
• Artemisia bigelovii
• Blainvillea dichotoma
• Centaurea cadmea
• Cyathocline purpurea
• Glycyrrhiza squamulosa
• Mallotus repandus
• Mnium hornum
• Plantago alpina
• Pulicaria wightiana
• Senecio scandens
• Tanacetum parthenium
• Thermopsis lanceolata
• Valeriana hardwickii
• Yucca gloriosa var. tristis

Cross-Links

• PubChem: 21672435
• NPASS: NPC188321