(57R,58S,510R,511R,519S)-14,15,16,24,25,26,52,53,516,517,517-Undecahydroxy-55,513,515,3,8-pentaoxo-55,57,58,510,511,513,515,516,517,517a-decahydro-4,7-dioxa-5(19,10)-1,16-epoxy-7,11-methanodibenzo[i,k][1,4,7]trioxacyclotridecina-1,2(1,2)-dibenzenacyclooctaphane-58-yl 3,4,5-trihydroxybenzoate

Details

• Internal ID: edf57178-fe1d-4eb8-94b0-90de6b1410bc
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(7R,8S,26R,28S,29S)-1,13,14,15,18,19,20,34,35,39,39-undecahydroxy-2,5,10,23,31-pentaoxo-6,9,24,27,30,40-hexaoxaoctacyclo[34.3.1.04,38.07,26.08,29.011,16.017,22.032,37]tetraconta-3,11,13,15,17,19,21,32,34,36-decaen-28-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C2C3C(C(C(O2)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C6=C5C7C(=CC(=O)C(C7(O)O)(O6)O)C(=O)O3)O)O)OC(=O)C8=CC(=C(C(=C8C9=C(C(=C(C=C9C(=O)O1)O)O)O)O)O)O
• SMILES (Isomeric): C1[C@@H]2[C@@H]3[C@@H]([C@@H]([C@@H](O2)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C6=C5C7C(=CC(=O)C(C7(O)O)(O6)O)C(=O)O3)O)O)OC(=O)C8=CC(=C(C(=C8C9=C(C(=C(C=C9C(=O)O1)O)O)O)O)O)O
• InChI: InChI=1S/C41H28O27/c42-13-1-8(2-14(43)24(13)48)34(54)67-39-33-32-30(64-38(58)12-6-19(47)41(61)40(59,60)23(12)22-11(37(57)66-33)5-17(46)27(51)31(22)68-41)18(63-39)7-62-35(55)9-3-15(44)25(49)28(52)20(9)21-10(36(56)65-32)4-16(45)26(50)29(21)53/h1-6,18,23,30,32-33,39,42-46,48-53,59-61H,7H2/t18-,23?,30-,32+,33+,39+,41?/m1/s1
• InChI Key: JQQBXPCJFAKSPG-AEQCTMFLSA-N
• Popularity: 95 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₂₈O₂₇
• Molecular Weight: 952.60 g/mol
• Exact Mass: 952.08179561 g/mol
• Topological Polar Surface Area (TPSA): 450.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.10
• H-Bond Acceptor: 27
• H-Bond Donor: 14
• Rotatable Bonds: 2

Synonyms

• 60976-49-0
• (57R,58S,510R,511R,519S)-14,15,16,24,25,26,52,53,516,517,517-Undecahydroxy-55,513,515,3,8-pentaoxo-55,57,58,510,511,513,515,516,517,517a-decahydro-4,7-dioxa-5(19,10)-1,16-epoxy-7,11-methanodibenzo[i,k][1,4,7]trioxacyclotridecina-1,2(1,2)-dibenzenacyclooctaphane-58-yl 3,4,5-trihydroxybenzoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7612	76.12%
Caco-2	-	0.8798	87.98%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6690	66.90%
OATP2B1 inhibitior	-	0.7106	71.06%
OATP1B1 inhibitior	+	0.7528	75.28%
OATP1B3 inhibitior	+	0.9429	94.29%
MATE1 inhibitior	-	0.5800	58.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9282	92.82%
P-glycoprotein inhibitior	+	0.7459	74.59%
P-glycoprotein substrate	+	0.5980	59.80%
CYP3A4 substrate	+	0.6966	69.66%
CYP2C9 substrate	-	0.7979	79.79%
CYP2D6 substrate	-	0.8687	86.87%
CYP3A4 inhibition	-	0.8235	82.35%
CYP2C9 inhibition	-	0.5802	58.02%
CYP2C19 inhibition	-	0.5313	53.13%
CYP2D6 inhibition	-	0.8388	83.88%
CYP1A2 inhibition	-	0.7992	79.92%
CYP2C8 inhibition	+	0.7518	75.18%
CYP inhibitory promiscuity	-	0.7826	78.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6394	63.94%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.8921	89.21%
Skin irritation	-	0.7325	73.25%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	+	0.5909	59.09%
Human Ether-a-go-go-Related Gene inhibition	+	0.6651	66.51%
Micronuclear	+	0.7733	77.33%
Hepatotoxicity	-	0.6447	64.47%
skin sensitisation	-	0.7419	74.19%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7961	79.61%
Acute Oral Toxicity (c)	III	0.4653	46.53%
Estrogen receptor binding	+	0.7863	78.63%
Androgen receptor binding	+	0.7668	76.68%
Thyroid receptor binding	-	0.4927	49.27%
Glucocorticoid receptor binding	+	0.5735	57.35%
Aromatase binding	+	0.5537	55.37%
PPAR gamma	+	0.7427	74.27%
Honey bee toxicity	-	0.7404	74.04%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9721	97.21%

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	99.55%	91.11%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	91.89%	83.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.67%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.41%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	91.28%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.63%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.77%	95.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.98%	95.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.55%	99.23%
CHEMBL2581	P07339	Cathepsin D	86.85%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.80%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.76%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.33%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.52%	99.15%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.56%	96.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.95%	92.94%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.49%	91.07%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.15%	94.42%
CHEMBL1781	P11387	DNA topoisomerase I	80.94%	97.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.56%	92.62%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.38%	97.33%
CHEMBL5255	O00206	Toll-like receptor 4	80.11%	92.50%

Plants that contains it

• Acalypha australis
• Acalypha indica
• Acalypha wilkesiana
• Antidesma montanum var. montanum
• Bischofia javanica
• Carpinus laxiflora
• Cercidiphyllum japonicum
• Coriaria japonica
• Elaeocarpus sylvestris
• Erodium glaucophyllum
• Euphorbia helioscopia
• Euphorbia hirta
• Euphorbia humifusa
• Euphorbia jolkinii
• Euphorbia maculata
• Euphorbia prostrata
• Euphorbia thymifolia
• Euphorbia tirucalli
• Euphorbia watanabei
• Excoecaria kawakamii
• Geranium rectum
• Geranium thunbergii
• Heterocentron subtriplinervium
• Isatis tinctoria
• Macaranga sinensis
• Macaranga tanarius
• Mallotus japonicus
• Mallotus repandus
• Nymphaea tetragona
• Phyllanthus amarus
• Phyllanthus emblica
• Phyllanthus flexuosus
• Phyllanthus niruri
• Phyllanthus sellowianus
• Phyllanthus tenellus
• Phyllanthus urinaria
• Phyllanthus virgatus
• Quercus gambelii
• Spondias mombin
• Terminalia catappa
• Triadica sebifera
• Vernicia fordii

Cross-Links

• PubChem: 138991573
• LOTUS: LTS0253815
• wikiData: Q105174927