5,13-Dihydroxy-6,7,12,14-tetramethoxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(14),4(16),5,7,11(15),12-hexaene-3,10-dione

Details

• Internal ID: 26258034-d17d-43e9-ad6c-9c81b41643ac
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 5,13-dihydroxy-6,7,12,14-tetramethoxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(14),4(16),5,7,11(15),12-hexaene-3,10-dione
• SMILES (Canonical): COC1=C(C(=C2C3=C1C(=O)OC4=C(C(=C(C(=C34)C(=O)O2)O)OC)OC)OC)O
• SMILES (Isomeric): COC1=C(C(=C2C3=C1C(=O)OC4=C(C(=C(C(=C34)C(=O)O2)O)OC)OC)OC)O
• InChI: InChI=1S/C18H14O10/c1-23-11-8-6-5-7(17(21)27-12(6)15(25-3)10(11)20)9(19)14(24-2)16(26-4)13(5)28-18(8)22/h19-20H,1-4H3
• InChI Key: QTQKYSFIBIIGRT-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₁₀
• Molecular Weight: 390.30 g/mol
• Exact Mass: 390.05869664 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.94
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8788	87.88%
Caco-2	-	0.5816	58.16%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7136	71.36%
OATP2B1 inhibitior	-	0.7167	71.67%
OATP1B1 inhibitior	+	0.8945	89.45%
OATP1B3 inhibitior	+	0.8360	83.60%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8568	85.68%
P-glycoprotein inhibitior	-	0.5725	57.25%
P-glycoprotein substrate	-	0.9470	94.70%
CYP3A4 substrate	-	0.5641	56.41%
CYP2C9 substrate	-	0.5385	53.85%
CYP2D6 substrate	-	0.8641	86.41%
CYP3A4 inhibition	-	0.9372	93.72%
CYP2C9 inhibition	-	0.9565	95.65%
CYP2C19 inhibition	-	0.9438	94.38%
CYP2D6 inhibition	-	0.9155	91.55%
CYP1A2 inhibition	-	0.6285	62.85%
CYP2C8 inhibition	-	0.8719	87.19%
CYP inhibitory promiscuity	-	0.8324	83.24%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5034	50.34%
Eye corrosion	-	0.9836	98.36%
Eye irritation	+	0.7540	75.40%
Skin irritation	-	0.7575	75.75%
Skin corrosion	-	0.9714	97.14%
Ames mutagenesis	-	0.5664	56.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.7270	72.70%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.9399	93.99%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6037	60.37%
Acute Oral Toxicity (c)	II	0.5551	55.51%
Estrogen receptor binding	+	0.7650	76.50%
Androgen receptor binding	-	0.6392	63.92%
Thyroid receptor binding	+	0.5348	53.48%
Glucocorticoid receptor binding	+	0.6572	65.72%
Aromatase binding	+	0.5950	59.50%
PPAR gamma	+	0.6022	60.22%
Honey bee toxicity	-	0.9200	92.00%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9323	93.23%

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	95.82%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.51%	94.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	91.51%	98.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.72%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.94%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.57%	89.34%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.55%	99.23%
CHEMBL2581	P07339	Cathepsin D	83.82%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.96%	89.00%

Plants that contains it

• Rhabdodendron amazonicum
• Rhabdodendron macrophyllum

Cross-Links

• PubChem: 14412545
• LOTUS: LTS0068678
• wikiData: Q105227873