[(1'S,3S,3aR,4'R,5'R,6S,6aS,7'S,8'R,17'R,18'R,19'S,25'S)-3,6a,13',14',18',19'-hexahydroxy-2',5,10',23'-tetraoxo-7',25'-bis[(3,4,5-trihydroxybenzoyl)oxy]spiro[3,3a-dihydro-2H-furo[3,2-b]furan-6,21'-3,6,9,20,24-pentaoxahexacyclo[17.2.2.14,8.115,18.01,17.011,16]pentacosa-11,13,15-triene]-5'-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: b79be7fe-a990-4031-ac77-9cd0122d34b5
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(1'S,3S,3aR,4'R,5'R,6S,6aS,7'S,8'R,17'R,18'R,19'S,25'S)-3,6a,13',14',18',19'-hexahydroxy-2',5,10',23'-tetraoxo-7',25'-bis[(3,4,5-trihydroxybenzoyl)oxy]spiro[3,3a-dihydro-2H-furo[3,2-b]furan-6,21'-3,6,9,20,24-pentaoxahexacyclo[17.2.2.14,8.115,18.01,17.011,16]pentacosa-11,13,15-triene]-5'-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C(C2C(O1)(C3(C(=O)O2)C45CC(=O)C(O3)(C6(C4C7=C(O6)C(=C(C=C7C(=O)OC8C(C(C(OC8OC(=O)C9=CC(=C(C(=C9)O)O)O)COC(=O)C1=CC(=C(C(=C1)O)O)O)OC5=O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C1[C@@H]([C@@H]2[C@](O1)([C@]3(C(=O)O2)[C@]45CC(=O)[C@](O3)([C@]6([C@@H]4C7=C(O6)C(=C(C=C7C(=O)O[C@@H]8[C@H]([C@@H]([C@H](O[C@H]8OC(=O)C9=CC(=C(C(=C9)O)O)O)COC(=O)C1=CC(=C(C(=C1)O)O)O)OC5=O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C47H36O32/c48-15-1-11(2-16(49)26(15)57)36(61)70-10-23-30-32(73-37(62)12-3-17(50)27(58)18(51)4-12)33(40(72-23)77-38(63)13-5-19(52)28(59)20(53)6-13)74-39(64)14-7-21(54)29(60)31-25(14)34-43(41(65)75-30)8-24(56)45(67,46(34,68)78-31)79-44(43)42(66)76-35-22(55)9-71-47(35,44)69/h1-7,22-23,30,32-35,40,48-55,57-60,67-69H,8-10H2/t22-,23+,30+,32-,33+,34+,35+,40-,43+,44-,45-,46+,47-/m0/s1
• InChI Key: WAKYDRBGFREGPP-OOCCUAAVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₃₆O₃₂
• Molecular Weight: 1112.80 g/mol
• Exact Mass: 1112.1189690 g/mol
• Topological Polar Surface Area (TPSA): 515.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -2.85
• H-Bond Acceptor: 32
• H-Bond Donor: 15
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4831	48.31%
Caco-2	-	0.8671	86.71%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5920	59.20%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.7243	72.43%
OATP1B3 inhibitior	+	0.9503	95.03%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7620	76.20%
P-glycoprotein inhibitior	+	0.7399	73.99%
P-glycoprotein substrate	+	0.7127	71.27%
CYP3A4 substrate	+	0.7179	71.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8559	85.59%
CYP3A4 inhibition	-	0.8859	88.59%
CYP2C9 inhibition	-	0.8979	89.79%
CYP2C19 inhibition	-	0.8220	82.20%
CYP2D6 inhibition	-	0.9097	90.97%
CYP1A2 inhibition	-	0.9093	90.93%
CYP2C8 inhibition	+	0.7471	74.71%
CYP inhibitory promiscuity	-	0.9031	90.31%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5188	51.88%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.8979	89.79%
Skin irritation	-	0.8186	81.86%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.5008	50.08%
Human Ether-a-go-go-Related Gene inhibition	+	0.6597	65.97%
Micronuclear	+	0.6833	68.33%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8440	84.40%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7717	77.17%
Acute Oral Toxicity (c)	III	0.5662	56.62%
Estrogen receptor binding	+	0.8003	80.03%
Androgen receptor binding	+	0.7746	77.46%
Thyroid receptor binding	+	0.5490	54.90%
Glucocorticoid receptor binding	+	0.5715	57.15%
Aromatase binding	+	0.6175	61.75%
PPAR gamma	+	0.7515	75.15%
Honey bee toxicity	-	0.7058	70.58%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8802	88.02%

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	99.63%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.83%	91.49%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	95.13%	83.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.18%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.10%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.30%	94.00%
CHEMBL2581	P07339	Cathepsin D	91.72%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.94%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	89.35%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.87%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.47%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	87.87%	97.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.60%	99.23%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.94%	97.21%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.19%	94.42%
CHEMBL3401	O75469	Pregnane X receptor	83.80%	94.73%
CHEMBL4040	P28482	MAP kinase ERK2	83.02%	83.82%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.01%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	82.55%	92.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.49%	96.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.98%	95.17%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.84%	80.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.50%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.41%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.19%	95.56%

Plants that contains it

• Euphorbia helioscopia

Cross-Links

• PubChem: 162926094
• LOTUS: LTS0015047
• wikiData: Q105300301