2-[(4R,5S,7R,34S,35R,38S,39S,40S)-13,14,15,23,24,25,29,40,44,45-decahydroxy-2,10,20,32,37,41-hexaoxo-5-(3,4,5-trihydroxybenzoyl)oxy-3,6,9,19,27,33,36,42-octaoxanonacyclo[37.7.1.04,34.07,35.011,16.017,31.018,28.021,26.043,47]heptatetraconta-1(46),11,13,15,17,21,23,25,28,30,43(47),44-dodecaen-38-yl]acetic acid

Details

• Internal ID: 9f5e1b09-b377-4349-b564-0a3315643fec
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 2-[(4R,5S,7R,34S,35R,38S,39S,40S)-13,14,15,23,24,25,29,40,44,45-decahydroxy-2,10,20,32,37,41-hexaoxo-5-(3,4,5-trihydroxybenzoyl)oxy-3,6,9,19,27,33,36,42-octaoxanonacyclo[37.7.1.04,34.07,35.011,16.017,31.018,28.021,26.043,47]heptatetraconta-1(46),11,13,15,17,21,23,25,28,30,43(47),44-dodecaen-38-yl]acetic acid
• SMILES (Canonical): C1C2C3C(C(C(O2)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C6=C5C(C(C(=O)O3)CC(=O)O)C(C(=O)O6)O)O)O)OC(=O)C7=CC(=C8C(=C7C9=C(C(=C(C=C9C(=O)O1)O)O)O)OC(=O)C1=CC(=C(C(=C1O8)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=C5[C@H]([C@@H](C(=O)O3)CC(=O)O)[C@@H](C(=O)O6)O)O)O)OC(=O)C7=CC(=C8C(=C7C9=C(C(=C(C=C9C(=O)O1)O)O)O)OC(=O)C1=CC(=C(C(=C1O8)O)O)O)O
• InChI: InChI=1S/C48H32O31/c49-15-1-9(2-16(50)27(15)57)41(64)79-48-40-39-36(74-45(68)13(7-22(55)56)24-25-11(44(67)78-40)4-19(53)30(60)37(25)75-47(70)32(24)62)21(72-48)8-71-42(65)10-3-17(51)28(58)31(61)23(10)26-12(43(66)77-39)5-20(54)35-38(26)76-46(69)14-6-18(52)29(59)33(63)34(14)73-35/h1-6,13,21,24,32,36,39-40,48-54,57-63H,7-8H2,(H,55,56)/t13-,21+,24-,32-,36+,39-,40+,48-/m0/s1
• InChI Key: GYHVJQYQOLSSID-PHIOJFSASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₃₂O₃₁
• Molecular Weight: 1104.70 g/mol
• Exact Mass: 1104.09275422 g/mol
• Topological Polar Surface Area (TPSA): 503.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.03
• H-Bond Acceptor: 30
• H-Bond Donor: 14
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6273	62.73%
Caco-2	-	0.8764	87.64%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4534	45.34%
OATP2B1 inhibitior	-	0.5748	57.48%
OATP1B1 inhibitior	+	0.7386	73.86%
OATP1B3 inhibitior	+	0.9283	92.83%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6378	63.78%
P-glycoprotein inhibitior	+	0.7268	72.68%
P-glycoprotein substrate	+	0.6739	67.39%
CYP3A4 substrate	+	0.6908	69.08%
CYP2C9 substrate	-	0.5988	59.88%
CYP2D6 substrate	-	0.8614	86.14%
CYP3A4 inhibition	-	0.7998	79.98%
CYP2C9 inhibition	-	0.9126	91.26%
CYP2C19 inhibition	-	0.9111	91.11%
CYP2D6 inhibition	-	0.8938	89.38%
CYP1A2 inhibition	-	0.9386	93.86%
CYP2C8 inhibition	+	0.7705	77.05%
CYP inhibitory promiscuity	-	0.9290	92.90%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7002	70.02%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8940	89.40%
Skin irritation	-	0.8031	80.31%
Skin corrosion	-	0.9528	95.28%
Ames mutagenesis	+	0.5092	50.92%
Human Ether-a-go-go-Related Gene inhibition	+	0.6713	67.13%
Micronuclear	+	0.6992	69.92%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8682	86.82%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8613	86.13%
Acute Oral Toxicity (c)	III	0.4602	46.02%
Estrogen receptor binding	+	0.7575	75.75%
Androgen receptor binding	+	0.7619	76.19%
Thyroid receptor binding	+	0.5286	52.86%
Glucocorticoid receptor binding	-	0.5271	52.71%
Aromatase binding	+	0.5447	54.47%
PPAR gamma	+	0.7063	70.63%
Honey bee toxicity	-	0.7266	72.66%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8698	86.98%

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	98.93%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.94%	98.95%
CHEMBL1781	P11387	DNA topoisomerase I	93.79%	97.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.11%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.72%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	91.43%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.02%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.52%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.20%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.64%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.78%	96.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.24%	95.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.90%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.76%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.74%	99.23%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.32%	83.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.26%	93.40%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.28%	91.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.99%	97.21%
CHEMBL3401	O75469	Pregnane X receptor	81.71%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.70%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.10%	92.62%

Plants that contains it

• Macaranga sinensis

Cross-Links

• PubChem: 16173405
• LOTUS: LTS0026432
• wikiData: Q105023791