[(11S,12R,13S,14R,37R,38S,39S,56R)-11,37-diformyl-4,5,6,14,20,21,22,25,26,30,31,32,44,45,46,49,50,56-octadecahydroxy-9,17,35,41,53,59-hexaoxo-38-(3,4,5-trihydroxybenzoyl)oxy-2,10,16,28,36,40,54,60-octaoxanonacyclo[37.11.6.413,27.03,8.018,23.029,34.042,47.048,52.024,58]hexaconta-1(50),3,5,7,18,20,22,24,26,29,31,33,42,44,46,48,51,57-octadecaen-12-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: eeb3495c-2a0a-4e0f-ae9f-54c9108a1ae5
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(11S,12R,13S,14R,37R,38S,39S,56R)-11,37-diformyl-4,5,6,14,20,21,22,25,26,30,31,32,44,45,46,49,50,56-octadecahydroxy-9,17,35,41,53,59-hexaoxo-38-(3,4,5-trihydroxybenzoyl)oxy-2,10,16,28,36,40,54,60-octaoxanonacyclo[37.11.6.413,27.03,8.018,23.029,34.042,47.048,52.024,58]hexaconta-1(50),3,5,7,18,20,22,24,26,29,31,33,42,44,46,48,51,57-octadecaen-12-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C(C2C(C(OC(=O)C3=CC(=C(C(=C3OC4=C(C(=C5C(=C4)C(=O)OCC(C(C(C(OC(=O)C6=CC(=C(C(=C6OC7=C(C(=C(C(=C7)C(=O)O2)C8=C(C(=C(C=C8C(=O)O1)O)O)O)O)O)O)O)O)C=O)OC(=O)C9=CC(=C(C(=C9)O)O)O)OC(=O)C1=CC(=C(C(=C15)O)O)O)O)O)O)O)O)O)C=O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O
• SMILES (Isomeric): C1[C@H]([C@H]2[C@H]([C@H](OC(=O)C3=CC(=C(C(=C3OC4=C(C(=C5C(=C4)C(=O)OC[C@H]([C@@H]([C@@H]([C@@H](OC(=O)C6=CC(=C(C(=C6OC7=C(C(=C(C(=C7)C(=O)O2)C8=C(C(=C(C=C8C(=O)O1)O)O)O)O)O)O)O)O)C=O)OC(=O)C9=CC(=C(C(=C9)O)O)O)OC(=O)C1=CC(=C(C(=C15)O)O)O)O)O)O)O)O)O)C=O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O
• InChI: InChI=1S/C68H48O44/c69-11-35-59(111-61(95)15-1-23(71)41(81)24(72)2-15)57-32(80)14-104-64(98)19-9-33(47(87)51(91)39(19)38-18(65(99)109-57)6-28(76)44(84)50(38)90)105-55-21(7-29(77)45(85)53(55)93)67(101)108-36(12-70)60(112-62(96)16-3-25(73)42(82)26(74)4-16)58-31(79)13-103-63(97)17-5-27(75)43(83)49(89)37(17)40-20(66(100)110-58)10-34(48(88)52(40)92)106-56-22(68(102)107-35)8-30(78)46(86)54(56)94/h1-12,31-32,35-36,57-60,71-94H,13-14H2/t31-,32-,35+,36-,57+,58+,59-,60+/m1/s1
• InChI Key: MGFJAOIDAUFIHI-AQTHVLBGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₈H₄₈O₄₄
• Molecular Weight: 1569.10 g/mol
• Exact Mass: 1568.1518448 g/mol
• Topological Polar Surface Area (TPSA): 749.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.86
• H-Bond Acceptor: 44
• H-Bond Donor: 24
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7732	77.32%
Caco-2	-	0.8603	86.03%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5108	51.08%
OATP2B1 inhibitior	-	0.7175	71.75%
OATP1B1 inhibitior	+	0.7227	72.27%
OATP1B3 inhibitior	+	0.9039	90.39%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8325	83.25%
P-glycoprotein inhibitior	+	0.7432	74.32%
P-glycoprotein substrate	-	0.5772	57.72%
CYP3A4 substrate	+	0.6525	65.25%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8422	84.22%
CYP3A4 inhibition	-	0.9150	91.50%
CYP2C9 inhibition	-	0.8966	89.66%
CYP2C19 inhibition	-	0.8921	89.21%
CYP2D6 inhibition	-	0.9198	91.98%
CYP1A2 inhibition	-	0.8577	85.77%
CYP2C8 inhibition	+	0.6428	64.28%
CYP inhibitory promiscuity	-	0.9429	94.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6111	61.11%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.8958	89.58%
Skin irritation	-	0.8053	80.53%
Skin corrosion	-	0.9554	95.54%
Ames mutagenesis	+	0.5246	52.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7221	72.21%
Micronuclear	+	0.7633	76.33%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.7545	75.45%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8931	89.31%
Acute Oral Toxicity (c)	III	0.5528	55.28%
Estrogen receptor binding	+	0.7119	71.19%
Androgen receptor binding	+	0.7452	74.52%
Thyroid receptor binding	+	0.5645	56.45%
Glucocorticoid receptor binding	+	0.5426	54.26%
Aromatase binding	+	0.5775	57.75%
PPAR gamma	+	0.7322	73.22%
Honey bee toxicity	-	0.7828	78.28%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9047	90.47%

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	99.60%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.02%	91.11%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	95.07%	83.57%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.07%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.96%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.96%	93.40%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	92.88%	83.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.78%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.48%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.14%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.86%	98.95%
CHEMBL4208	P20618	Proteasome component C5	89.57%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.65%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.03%	94.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.52%	94.80%
CHEMBL340	P08684	Cytochrome P450 3A4	85.28%	91.19%
CHEMBL3194	P02766	Transthyretin	85.01%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.85%	97.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.85%	89.34%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.43%	97.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.01%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.57%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.33%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.41%	95.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.21%	98.75%

Plants that contains it

• Cuphea hyssopifolia
• Oenothera tetraptera

Cross-Links

• PubChem: 159557814
• LOTUS: LTS0169524
• wikiData: Q105163277