6-[3-(3-Hydroxybenzoyl)oxybenzoyl]oxy-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid

Details

• Internal ID: 5188e11e-94b5-4d13-a82a-5845ef2a9848
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 6-[3-(3-hydroxybenzoyl)oxybenzoyl]oxy-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid
• SMILES (Canonical): CC1C(CC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)CO)O)O)O)OC(=O)C4=CC(=CC=C4)OC(=O)C5=CC(=CC=C5)O
• SMILES (Isomeric): CC1C(CC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)CO)O)O)O)OC(=O)C4=CC(=CC=C4)OC(=O)C5=CC(=CC=C5)O
• InChI: InChI=1S/C30H32O14/c1-13-20(42-28(39)15-5-3-7-17(9-15)41-27(38)14-4-2-6-16(32)8-14)10-18-19(26(36)37)12-40-29(22(13)18)44-30-25(35)24(34)23(33)21(11-31)43-30/h2-9,12-13,18,20-25,29-35H,10-11H2,1H3,(H,36,37)
• InChI Key: NEICHVDTJPKDLU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₂O₁₄
• Molecular Weight: 616.60 g/mol
• Exact Mass: 616.17920569 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 0.55
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7340	73.40%
Caco-2	-	0.9105	91.05%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6846	68.46%
OATP2B1 inhibitior	-	0.7180	71.80%
OATP1B1 inhibitior	-	0.3699	36.99%
OATP1B3 inhibitior	+	0.9593	95.93%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7860	78.60%
P-glycoprotein inhibitior	+	0.6030	60.30%
P-glycoprotein substrate	-	0.5431	54.31%
CYP3A4 substrate	+	0.6844	68.44%
CYP2C9 substrate	-	0.8013	80.13%
CYP2D6 substrate	-	0.8769	87.69%
CYP3A4 inhibition	-	0.9155	91.55%
CYP2C9 inhibition	-	0.7874	78.74%
CYP2C19 inhibition	-	0.8152	81.52%
CYP2D6 inhibition	-	0.9060	90.60%
CYP1A2 inhibition	-	0.7606	76.06%
CYP2C8 inhibition	+	0.7374	73.74%
CYP inhibitory promiscuity	-	0.6412	64.12%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6577	65.77%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9248	92.48%
Skin irritation	-	0.7595	75.95%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6772	67.72%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.6714	67.14%
skin sensitisation	-	0.8510	85.10%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7089	70.89%
Acute Oral Toxicity (c)	III	0.4978	49.78%
Estrogen receptor binding	+	0.8234	82.34%
Androgen receptor binding	+	0.5619	56.19%
Thyroid receptor binding	-	0.5091	50.91%
Glucocorticoid receptor binding	+	0.6924	69.24%
Aromatase binding	-	0.5459	54.59%
PPAR gamma	+	0.7402	74.02%
Honey bee toxicity	-	0.7248	72.48%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9713	97.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.21%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.66%	97.09%
CHEMBL2581	P07339	Cathepsin D	95.26%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.04%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.97%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.75%	99.17%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	90.65%	97.53%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.47%	95.56%
CHEMBL220	P22303	Acetylcholinesterase	89.29%	94.45%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	88.03%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	87.48%	94.73%
CHEMBL4208	P20618	Proteasome component C5	86.96%	90.00%
CHEMBL2535	P11166	Glucose transporter	86.51%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.26%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.90%	86.92%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.10%	99.23%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.77%	97.53%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.39%	94.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.07%	96.95%
CHEMBL1811	P34995	Prostanoid EP1 receptor	80.68%	95.71%

Plants that contains it

• Swertia japonica

Cross-Links

• PubChem: 13858104
• LOTUS: LTS0221726
• wikiData: Q105177941