(1R,35R,37R,38R,55S)-6,7,8,11,12,23,24,27,28,29,37,43,44,45,48,49,50-heptadecahydroxy-2,14,21,33,36,39,54-heptaoxaundecacyclo[33.20.0.04,9.010,19.013,18.016,25.017,22.026,31.038,55.041,46.047,52]pentapentaconta-4,6,8,10,12,16,18,22,24,26,28,30,41,43,45,47,49,51-octadecaene-3,15,20,32,40,53-hexone

Details

• Internal ID: 7f0c15f9-8c31-4f8f-881d-224e7b43423b
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: (1R,35R,37R,38R,55S)-6,7,8,11,12,23,24,27,28,29,37,43,44,45,48,49,50-heptadecahydroxy-2,14,21,33,36,39,54-heptaoxaundecacyclo[33.20.0.04,9.010,19.013,18.016,25.017,22.026,31.038,55.041,46.047,52]pentapentaconta-4,6,8,10,12,16,18,22,24,26,28,30,41,43,45,47,49,51-octadecaene-3,15,20,32,40,53-hexone
• SMILES (Canonical): C1C2C(C3C(C(O2)O)OC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C=C5C(=O)O3)O)O)O)O)O)O)OC(=O)C6=CC(=C(C(=C6C7=C(C(=C8C9=C7C(=O)OC2=C(C(=C(C3=C(C(=C(C=C3C(=O)O1)O)O)O)C(=C92)C(=O)O8)O)O)O)O)O)O)O
• SMILES (Isomeric): C1[C@@H]2[C@H]([C@H]3[C@H]([C@@H](O2)O)OC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C=C5C(=O)O3)O)O)O)O)O)O)OC(=O)C6=CC(=C(C(=C6C7=C(C(=C8C9=C7C(=O)OC2=C(C(=C(C3=C(C(=C(C=C3C(=O)O1)O)O)O)C(=C92)C(=O)O8)O)O)O)O)O)O)O
• InChI: InChI=1S/C48H28O30/c49-10-1-6-17(31(59)27(10)55)19-23-21-22-24(47(70)76-38(21)35(63)33(19)61)20(34(62)36(64)39(22)75-46(23)69)18-9(4-13(52)28(56)32(18)60)43(66)74-37-14(5-72-42(6)65)73-48(71)41-40(37)77-44(67)7-2-11(50)25(53)29(57)15(7)16-8(45(68)78-41)3-12(51)26(54)30(16)58/h1-4,14,37,40-41,48-64,71H,5H2/t14-,37-,40+,41-,48-/m1/s1
• InChI Key: ZJVUMAFASBFUBG-RILGRMFESA-N
• Popularity: 265 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₂₈O₃₀
• Molecular Weight: 1084.70 g/mol
• Exact Mass: 1084.06653947 g/mol
• Topological Polar Surface Area (TPSA): 511.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 30
• H-Bond Donor: 17
• Rotatable Bonds: 0

Synonyms

• 65995-63-3
• C48H28O30
• C48-H28-O30
• CHEMBL506814
• BDBM50377922

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5693	56.93%
Caco-2	-	0.8778	87.78%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5861	58.61%
OATP2B1 inhibitior	-	0.5692	56.92%
OATP1B1 inhibitior	+	0.8205	82.05%
OATP1B3 inhibitior	+	0.9673	96.73%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8273	82.73%
P-glycoprotein inhibitior	+	0.7342	73.42%
P-glycoprotein substrate	-	0.7052	70.52%
CYP3A4 substrate	+	0.5788	57.88%
CYP2C9 substrate	-	0.6329	63.29%
CYP2D6 substrate	-	0.8556	85.56%
CYP3A4 inhibition	-	0.8649	86.49%
CYP2C9 inhibition	-	0.7987	79.87%
CYP2C19 inhibition	-	0.9089	90.89%
CYP2D6 inhibition	-	0.9212	92.12%
CYP1A2 inhibition	-	0.8636	86.36%
CYP2C8 inhibition	-	0.5896	58.96%
CYP inhibitory promiscuity	-	0.9469	94.69%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7012	70.12%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8883	88.83%
Skin irritation	-	0.7337	73.37%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	+	0.6136	61.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7482	74.82%
Micronuclear	+	0.7633	76.33%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8462	84.62%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8444	84.44%
Acute Oral Toxicity (c)	III	0.3250	32.50%
Estrogen receptor binding	+	0.8079	80.79%
Androgen receptor binding	+	0.7229	72.29%
Thyroid receptor binding	+	0.5459	54.59%
Glucocorticoid receptor binding	+	0.5726	57.26%
Aromatase binding	+	0.5541	55.41%
PPAR gamma	+	0.7082	70.82%
Honey bee toxicity	-	0.7910	79.10%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8783	87.83%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4822	P56817	Beta-secretase 1	410 nM; 410 nM	IC50; IC50	via Super-PRED; PMID: 24835197

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.71%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.20%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	93.75%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.56%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.11%	94.00%
CHEMBL230	P35354	Cyclooxygenase-2	88.01%	89.63%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.79%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.31%	98.95%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	85.05%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.86%	99.15%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.63%	89.34%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.52%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	83.14%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.70%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.25%	95.89%

Plants that contains it

• Aglaia elaeagnoidea
• Aristolochia littoralis
• Astragalus gummifer
• Bischofia javanica
• Cardiospermum halicacabum
• Centaurea nigrescens
• Cirsium japonicum
• Combretum indicum
• Coreopsis fasciculata
• Crepis foetida
• Crinum viviparum
• Cuphea carthagenensis
• Dioscoreophyllum cumminsii
• Dorstenia lindeniana
• Erigeron canadensis
• Euphorbia segetalis
• Garcinia celebica
• Ozoroa insignis
• Parastrephia lepidophylla
• Penstemon secundiflorus
• Phedimus kamtschaticus
• Phlogacanthus thyrsiformis
• Phytolacca acinosa
• Piper arboreum
• Pouzolzia occidentalis
• Punica granatum
• Ruta microcarpa
• Selinum carvifolium
• Sidastrum multiflorum
• Syncolostemon parviflorus
• Terminalia brachystemma
• Terminalia catappa
• Terminalia chebula
• Terminalia myriocarpa
• Terminalia oblonga
• Thuja plicata
• Triglochin maritima
• Urtica triangularis
• Zanthoxylum schreberi

Cross-Links

• PubChem: 16148440
• NPASS: NPC237202
• ChEMBL: CHEMBL506814
• LOTUS: LTS0013610
• wikiData: Q105378191