(1R,2R,5R,6S,8R,26S,27R,36R,37R,38S,40S,41R,43R,44S)-44-[(1S)-1,2-dihydroxyethyl]-14,15,16,19,20,21,32,33,37,38,41,43,44-tridecahydroxy-3,11,24,29-tetraoxo-6-(3,4,5-trimethoxybenzoyl)oxy-4,7,10,25,28,39,42,45-octaoxaundecacyclo[39.2.1.134,37.02,36.02,40.05,26.08,27.012,17.018,23.030,35.038,43]pentatetraconta-12,14,16,18,20,22,30,32,34-nonaene-40-carboxylic acid

Details

• Internal ID: 8628f6fc-d1fa-4bee-8a61-2df3028249b0
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: (1R,2R,5R,6S,8R,26S,27R,36R,37R,38S,40S,41R,43R,44S)-44-[(1S)-1,2-dihydroxyethyl]-14,15,16,19,20,21,32,33,37,38,41,43,44-tridecahydroxy-3,11,24,29-tetraoxo-6-(3,4,5-trimethoxybenzoyl)oxy-4,7,10,25,28,39,42,45-octaoxaundecacyclo[39.2.1.134,37.02,36.02,40.05,26.08,27.012,17.018,23.030,35.038,43]pentatetraconta-12,14,16,18,20,22,30,32,34-nonaene-40-carboxylic acid
• InChI: InChI=1S/C50H42O34/c1-73-18-4-11(5-19(74-2)30(18)75-3)36(61)81-40-34-33-31(20(77-40)10-76-37(62)12-6-15(52)25(56)28(59)22(12)23-13(38(63)79-33)7-16(53)26(57)29(23)60)78-39(64)14-8-17(54)27(58)32-24(14)35-44(43(67)80-34)41-45(68,21(55)9-51)49(71)46(44,42(65)66)83-50(72,47(35,69)82-32)48(41,70)84-49/h4-8,20-21,31,33-35,40-41,51-60,68-72H,9-10H2,1-3H3,(H,65,66)/t20-,21+,31-,33+,34-,35-,40+,41-,44+,45-,46+,47-,48-,49-,50+/m1/s1
• InChI Key: TYIQXQJENDAKJZ-LKYKPEFHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₄₂O₃₄
• Molecular Weight: 1186.80 g/mol
• Exact Mass: 1186.1557484 g/mol
• Topological Polar Surface Area (TPSA): 537.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -3.72
• H-Bond Acceptor: 33
• H-Bond Donor: 16
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4601	46.01%
Caco-2	-	0.8596	85.96%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4283	42.83%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.7930	79.30%
OATP1B3 inhibitior	+	0.9550	95.50%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7437	74.37%
P-glycoprotein inhibitior	+	0.7480	74.80%
P-glycoprotein substrate	+	0.7760	77.60%
CYP3A4 substrate	+	0.7338	73.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8601	86.01%
CYP3A4 inhibition	-	0.8784	87.84%
CYP2C9 inhibition	-	0.9150	91.50%
CYP2C19 inhibition	-	0.8798	87.98%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	-	0.8891	88.91%
CYP2C8 inhibition	+	0.8139	81.39%
CYP inhibitory promiscuity	-	0.8942	89.42%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5858	58.58%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8987	89.87%
Skin irritation	-	0.8176	81.76%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.5462	54.62%
Human Ether-a-go-go-Related Gene inhibition	+	0.7506	75.06%
Micronuclear	+	0.5833	58.33%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8577	85.77%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.9453	94.53%
Acute Oral Toxicity (c)	III	0.5877	58.77%
Estrogen receptor binding	+	0.7955	79.55%
Androgen receptor binding	+	0.7708	77.08%
Thyroid receptor binding	+	0.6103	61.03%
Glucocorticoid receptor binding	+	0.6871	68.71%
Aromatase binding	+	0.6488	64.88%
PPAR gamma	+	0.7715	77.15%
Honey bee toxicity	-	0.6695	66.95%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5551	55.51%
Fish aquatic toxicity	+	0.7651	76.51%

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	97.54%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.10%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.39%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.69%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.69%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.04%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.23%	96.61%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.14%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	91.73%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.47%	96.95%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	90.68%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.55%	97.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.68%	95.89%
CHEMBL4581	P52732	Kinesin-like protein 1	88.58%	93.18%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.48%	97.14%
CHEMBL2581	P07339	Cathepsin D	87.72%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.34%	99.17%
CHEMBL2535	P11166	Glucose transporter	86.89%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.59%	99.15%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.23%	96.38%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.00%	92.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.28%	96.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.18%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.67%	99.23%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.56%	85.31%
CHEMBL3820	P35557	Hexokinase type IV	82.21%	91.96%
CHEMBL3401	O75469	Pregnane X receptor	81.76%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.18%	95.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.80%	97.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.73%	91.07%

Plants that contains it

• Euphorbia jolkinii

Cross-Links

• PubChem: 102333321
• LOTUS: LTS0152729
• wikiData: Q105267356