[(10R,11R,12R,13S,15R)-13-[3,5-dihydroxy-4-[3-(4-hydroxyphenyl)propanoyl]phenoxy]-3,4,5,12,21,22,23-heptahydroxy-8,18-dioxo-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-11-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 6d862b96-c4a2-4df3-a3ba-d7f03c589f02
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(10R,11R,12R,13S,15R)-13-[3,5-dihydroxy-4-[3-(4-hydroxyphenyl)propanoyl]phenoxy]-3,4,5,12,21,22,23-heptahydroxy-8,18-dioxo-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-11-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C2C(C(C(C(O2)OC3=CC(=C(C(=C3)O)C(=O)CCC4=CC=C(C=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)OC(=O)C6=CC(=C(C(=C6C7=C(C(=C(C=C7C(=O)O1)O)O)O)O)O)O
• SMILES (Isomeric): C1[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C(C(=C3)O)C(=O)CCC4=CC=C(C=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)OC(=O)C6=CC(=C(C(=C6C7=C(C(=C(C=C7C(=O)O1)O)O)O)O)O)O
• InChI: InChI=1S/C42H34O22/c43-16-4-1-14(2-5-16)3-6-20(44)30-21(45)9-17(10-22(30)46)61-42-36(56)38(64-39(57)15-7-23(47)31(51)24(48)8-15)37-27(62-42)13-60-40(58)18-11-25(49)32(52)34(54)28(18)29-19(41(59)63-37)12-26(50)33(53)35(29)55/h1-2,4-5,7-12,27,36-38,42-43,45-56H,3,6,13H2/t27-,36-,37-,38-,42-/m1/s1
• InChI Key: PLESAOGBVATPML-VHBRHXFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₃₄O₂₂
• Molecular Weight: 890.70 g/mol
• Exact Mass: 890.15417271 g/mol
• Topological Polar Surface Area (TPSA): 377.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.72
• H-Bond Acceptor: 22
• H-Bond Donor: 13
• Rotatable Bonds: 8

Synonyms

• AKOS040737305

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7811	78.11%
Caco-2	-	0.8783	87.83%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7124	71.24%
OATP2B1 inhibitior	-	0.5700	57.00%
OATP1B1 inhibitior	+	0.7412	74.12%
OATP1B3 inhibitior	+	0.9267	92.67%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6738	67.38%
P-glycoprotein inhibitior	+	0.7422	74.22%
P-glycoprotein substrate	+	0.6185	61.85%
CYP3A4 substrate	+	0.6904	69.04%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8666	86.66%
CYP3A4 inhibition	-	0.8724	87.24%
CYP2C9 inhibition	-	0.6060	60.60%
CYP2C19 inhibition	-	0.7688	76.88%
CYP2D6 inhibition	-	0.9097	90.97%
CYP1A2 inhibition	-	0.8019	80.19%
CYP2C8 inhibition	+	0.8384	83.84%
CYP inhibitory promiscuity	-	0.8692	86.92%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6918	69.18%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8906	89.06%
Skin irritation	-	0.8224	82.24%
Skin corrosion	-	0.9564	95.64%
Ames mutagenesis	+	0.5477	54.77%
Human Ether-a-go-go-Related Gene inhibition	+	0.6941	69.41%
Micronuclear	-	0.5108	51.08%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.8703	87.03%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9216	92.16%
Acute Oral Toxicity (c)	III	0.5942	59.42%
Estrogen receptor binding	+	0.7752	77.52%
Androgen receptor binding	+	0.7401	74.01%
Thyroid receptor binding	+	0.5176	51.76%
Glucocorticoid receptor binding	-	0.5148	51.48%
Aromatase binding	+	0.5690	56.90%
PPAR gamma	+	0.7048	70.48%
Honey bee toxicity	-	0.7075	70.75%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8371	83.71%

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	98.90%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	98.74%	95.17%
CHEMBL2581	P07339	Cathepsin D	95.53%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	95.27%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.29%	95.89%
CHEMBL3437	Q16853	Amine oxidase, copper containing	93.83%	94.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.59%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.01%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.41%	99.17%
CHEMBL4208	P20618	Proteasome component C5	91.41%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.91%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.82%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.53%	96.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.24%	91.71%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	89.20%	92.67%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.53%	97.21%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.15%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.95%	95.56%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	85.08%	96.37%
CHEMBL3194	P02766	Transthyretin	84.54%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.09%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	83.39%	94.73%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.15%	96.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.87%	85.00%
CHEMBL3820	P35557	Hexokinase type IV	82.86%	91.96%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.41%	96.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.72%	99.15%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.26%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.43%	86.92%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.40%	85.31%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.04%	83.00%

Plants that contains it

• Balanophora tobiracola

Cross-Links

• PubChem: 11297504
• LOTUS: LTS0187321
• wikiData: Q105210876