[(1S,4R,6R,7R,8R,17R,18S,20R,21S)-4,6,7,12,13,21-hexahydroxy-20-(hydroxymethyl)-3,15-dioxo-2,16,19,22-tetraoxapentacyclo[15.3.1.17,10.04,8.09,14]docosa-9,11,13-trien-18-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 7b74a066-5742-4349-9094-6c5c5b013f6c
• Taxonomy: Phenylpropanoids and polyketides > Tannins
• IUPAC Name: [(1S,4R,6R,7R,8R,17R,18S,20R,21S)-4,6,7,12,13,21-hexahydroxy-20-(hydroxymethyl)-3,15-dioxo-2,16,19,22-tetraoxapentacyclo[15.3.1.17,10.04,8.09,14]docosa-9,11,13-trien-18-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C(C2(C3C1(C(=O)OC4C(OC(C(C4O)OC(=O)C5=C(C(=CC(=C35)O2)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O)CO)O)O)O
• SMILES (Isomeric): C1[C@H]([C@]2([C@H]3[C@]1(C(=O)O[C@@H]4[C@H](O[C@H]([C@@H]([C@H]4O)OC(=O)C5=C(C(=CC(=C35)O2)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O)CO)O)O)O
• InChI: InChI=1S/C26H24O18/c27-5-11-18-17(34)19(23(40-11)43-21(35)6-1-7(28)15(32)8(29)2-6)41-22(36)14-13-10(3-9(30)16(14)33)44-26(39)12(31)4-25(38,20(13)26)24(37)42-18/h1-3,11-12,17-20,23,27-34,38-39H,4-5H2/t11-,12-,17+,18-,19-,20-,23+,25-,26+/m1/s1
• InChI Key: VTIMDPVCKOQQPZ-SFTOVHIQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₄O₁₈
• Molecular Weight: 624.50 g/mol
• Exact Mass: 624.09626391 g/mol
• Topological Polar Surface Area (TPSA): 300.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -2.74
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5560	55.60%
Caco-2	-	0.8995	89.95%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5487	54.87%
OATP2B1 inhibitior	-	0.5772	57.72%
OATP1B1 inhibitior	+	0.7471	74.71%
OATP1B3 inhibitior	+	0.9561	95.61%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.5562	55.62%
P-glycoprotein inhibitior	+	0.5991	59.91%
P-glycoprotein substrate	-	0.5271	52.71%
CYP3A4 substrate	+	0.6848	68.48%
CYP2C9 substrate	-	0.5914	59.14%
CYP2D6 substrate	-	0.8557	85.57%
CYP3A4 inhibition	-	0.8465	84.65%
CYP2C9 inhibition	-	0.9213	92.13%
CYP2C19 inhibition	-	0.8896	88.96%
CYP2D6 inhibition	-	0.9194	91.94%
CYP1A2 inhibition	-	0.9143	91.43%
CYP2C8 inhibition	+	0.6624	66.24%
CYP inhibitory promiscuity	-	0.9130	91.30%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5768	57.68%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.8880	88.80%
Skin irritation	-	0.7988	79.88%
Skin corrosion	-	0.9459	94.59%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6811	68.11%
Micronuclear	+	0.6333	63.33%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8520	85.20%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6810	68.10%
Acute Oral Toxicity (c)	III	0.5358	53.58%
Estrogen receptor binding	+	0.7696	76.96%
Androgen receptor binding	+	0.7467	74.67%
Thyroid receptor binding	-	0.5167	51.67%
Glucocorticoid receptor binding	+	0.5654	56.54%
Aromatase binding	+	0.5816	58.16%
PPAR gamma	+	0.7203	72.03%
Honey bee toxicity	-	0.7482	74.82%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8244	82.44%

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	99.71%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.24%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.73%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.64%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.59%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.81%	98.95%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.40%	83.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.68%	95.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.41%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.38%	86.92%
CHEMBL4208	P20618	Proteasome component C5	86.39%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.42%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.08%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.95%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.44%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.19%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.46%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.75%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.19%	100.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.15%	90.24%

Plants that contains it

• Acalypha indica

Cross-Links

• PubChem: 162917555
• LOTUS: LTS0229136
• wikiData: Q105292752