(10S,11R,12R,13S,15R)-3,4,5,11,12,13,21,22,23,26,27,38,39-tridecahydroxy-9,14,17,29,36-pentaoxaoctacyclo[29.8.0.02,7.010,15.019,24.025,34.028,33.032,37]nonatriaconta-1(39),2,4,6,19,21,23,25,27,31,33,37-dodecaene-8,18,30,35-tetrone

Details

• Internal ID: 157e3dbe-30df-45d9-b4ab-4946b95f2f76
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: (10S,11R,12R,13S,15R)-3,4,5,11,12,13,21,22,23,26,27,38,39-tridecahydroxy-9,14,17,29,36-pentaoxaoctacyclo[29.8.0.02,7.010,15.019,24.025,34.028,33.032,37]nonatriaconta-1(39),2,4,6,19,21,23,25,27,31,33,37-dodecaene-8,18,30,35-tetrone
• SMILES (Canonical): C1C2C(C(C(C(O2)O)O)O)OC(=O)C3=CC(=C(C(=C3C4=C(C(=C5C6=C4C(=O)OC7=C(C(=C(C8=C(C(=C(C=C8C(=O)O1)O)O)O)C(=C67)C(=O)O5)O)O)O)O)O)O)O
• SMILES (Isomeric): C1[C@@H]2[C@H]([C@@H]([C@H]([C@H](O2)O)O)O)OC(=O)C3=CC(=C(C(=C3C4=C(C(=C5C6=C4C(=O)OC7=C(C(=C(C8=C(C(=C(C=C8C(=O)O1)O)O)O)C(=C67)C(=O)O5)O)O)O)O)O)O)O
• InChI: InChI=1S/C34H22O22/c35-6-1-4-9(19(39)17(6)37)11-15-13-14-16(33(50)56-28(13)23(43)21(11)41)12(22(42)24(44)29(14)55-32(15)49)10-5(2-7(36)18(38)20(10)40)31(48)54-27-8(3-52-30(4)47)53-34(51)26(46)25(27)45/h1-2,8,25-27,34-46,51H,3H2/t8-,25-,26-,27-,34+/m1/s1
• InChI Key: IQHIEHIKNWLKFB-FVAJSQOJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₂₂O₂₂
• Molecular Weight: 782.50 g/mol
• Exact Mass: 782.06027233 g/mol
• Topological Polar Surface Area (TPSA): 377.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.02
• H-Bond Acceptor: 22
• H-Bond Donor: 13
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5693	56.93%
Caco-2	-	0.9029	90.29%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5861	58.61%
OATP2B1 inhibitior	+	0.5792	57.92%
OATP1B1 inhibitior	+	0.8057	80.57%
OATP1B3 inhibitior	+	0.9673	96.73%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6687	66.87%
P-glycoprotein inhibitior	+	0.6209	62.09%
P-glycoprotein substrate	-	0.6766	67.66%
CYP3A4 substrate	+	0.5934	59.34%
CYP2C9 substrate	-	0.8134	81.34%
CYP2D6 substrate	-	0.8512	85.12%
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	+	0.4498	44.98%
CYP inhibitory promiscuity	-	0.9469	94.69%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7012	70.12%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8695	86.95%
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	+	0.7231	72.31%
Micronuclear	+	0.7633	76.33%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8462	84.62%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8271	82.71%
Acute Oral Toxicity (c)	III	0.3250	32.50%
Estrogen receptor binding	+	0.7904	79.04%
Androgen receptor binding	+	0.6773	67.73%
Thyroid receptor binding	-	0.5721	57.21%
Glucocorticoid receptor binding	-	0.4715	47.15%
Aromatase binding	-	0.5424	54.24%
PPAR gamma	+	0.5963	59.63%
Honey bee toxicity	-	0.7593	75.93%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8783	87.83%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293236	P46063	ATP-dependent DNA helicase Q1	398.1 nM	Potency	via Super-PRED
CHEMBL1293237	P54132	Bloom syndrome protein	707.9 nM	Potency	via Super-PRED
CHEMBL2392	P06746	DNA polymerase beta	158.5 nM	Potency	via Super-PRED
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	562.3 nM	Potency	via Super-PRED
CHEMBL1075138	Q9NUW8	Tyrosyl-DNA phosphodiesterase 1	141.3 nM	Potency	via Super-PRED
CHEMBL1293227	O75604	Ubiquitin carboxyl-terminal hydrolase 2	501.2 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.83%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.80%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	93.94%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.56%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.51%	94.00%
CHEMBL2581	P07339	Cathepsin D	90.79%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.44%	96.21%
CHEMBL230	P35354	Cyclooxygenase-2	87.71%	89.63%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	87.31%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.18%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	86.73%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.01%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.98%	99.15%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.61%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.58%	89.34%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.34%	83.57%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.83%	85.14%

Plants that contains it

• Punica granatum

Cross-Links

• PubChem: 11018190
• NPASS: NPC156010