(1S,4aS,6R,7R,7aS)-1-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-7-methyl-6-[3-[3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoyl]oxybenzoyl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid

Details

• Internal ID: 467ee66d-0619-4ff3-80b2-cf58006ce94d
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: (1S,4aS,6R,7R,7aS)-1-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-7-methyl-6-[3-[3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoyl]oxybenzoyl]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)OC(=O)C=CC4=CC(=C(C(=C4)OC)O)OC)OC(=O)C5=CC(=CC=C5)OC(=O)C6=CC(=CC=C6)OC7C(C(C(C(O7)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H](C[C@H]2[C@@H]1[C@@H](OC=C2C(=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)OC(=O)/C=C/C4=CC(=C(C(=C4)OC)O)OC)OC(=O)C5=CC(=CC=C5)OC(=O)C6=CC(=CC=C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
• InChI: InChI=1S/C47H52O23/c1-20-28(66-44(60)23-7-4-8-24(14-23)64-43(59)22-6-5-9-25(15-22)65-46-40(56)38(54)36(52)31(17-48)67-46)16-26-27(42(57)58)19-63-45(34(20)26)70-47-41(39(55)37(53)32(18-49)68-47)69-33(50)11-10-21-12-29(61-2)35(51)30(13-21)62-3/h4-15,19-20,26,28,31-32,34,36-41,45-49,51-56H,16-18H2,1-3H3,(H,57,58)/b11-10+/t20-,26+,28+,31+,32+,34+,36+,37+,38-,39-,40+,41+,45-,46+,47-/m0/s1
• InChI Key: QYVHVDVEGZMKQW-VJUPZRNUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₅₂O₂₃
• Molecular Weight: 984.90 g/mol
• Exact Mass: 984.28993790 g/mol
• Topological Polar Surface Area (TPSA): 343.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 0.01
• H-Bond Acceptor: 22
• H-Bond Donor: 9
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6745	67.45%
Caco-2	-	0.8651	86.51%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5152	51.52%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.7328	73.28%
OATP1B3 inhibitior	+	0.9487	94.87%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8746	87.46%
P-glycoprotein inhibitior	+	0.7444	74.44%
P-glycoprotein substrate	+	0.6666	66.66%
CYP3A4 substrate	+	0.7184	71.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8699	86.99%
CYP3A4 inhibition	-	0.9219	92.19%
CYP2C9 inhibition	-	0.8091	80.91%
CYP2C19 inhibition	-	0.7794	77.94%
CYP2D6 inhibition	-	0.9038	90.38%
CYP1A2 inhibition	-	0.7835	78.35%
CYP2C8 inhibition	+	0.8347	83.47%
CYP inhibitory promiscuity	-	0.7395	73.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7059	70.59%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9011	90.11%
Skin irritation	-	0.7970	79.70%
Skin corrosion	-	0.9462	94.62%
Ames mutagenesis	-	0.5360	53.60%
Human Ether-a-go-go-Related Gene inhibition	+	0.8223	82.23%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8381	83.81%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.9325	93.25%
Acute Oral Toxicity (c)	III	0.5063	50.63%
Estrogen receptor binding	+	0.8066	80.66%
Androgen receptor binding	+	0.6475	64.75%
Thyroid receptor binding	+	0.5669	56.69%
Glucocorticoid receptor binding	+	0.7219	72.19%
Aromatase binding	+	0.5725	57.25%
PPAR gamma	+	0.7646	76.46%
Honey bee toxicity	-	0.6583	65.83%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9564	95.64%

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	97.84%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.61%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.55%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.30%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.38%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.58%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.38%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.26%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.42%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	90.34%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.64%	96.95%
CHEMBL2581	P07339	Cathepsin D	89.56%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.47%	95.89%
CHEMBL3194	P02766	Transthyretin	89.45%	90.71%
CHEMBL4208	P20618	Proteasome component C5	87.14%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	86.62%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.52%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.92%	92.94%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.16%	97.21%
CHEMBL5255	O00206	Toll-like receptor 4	82.65%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.76%	95.89%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	81.45%	96.09%
CHEMBL209	P07477	Trypsin I	80.28%	90.00%

Plants that contains it

• Swertia franchetiana

Cross-Links

• PubChem: 11389043
• NPASS: NPC199485
• LOTUS: LTS0052015
• wikiData: Q105230831