6-Hydroxy-5,7,12,13,14-pentamethoxy-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: f2e02d2a-6785-4c46-933a-ed3a2b39f68d
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 6-hydroxy-5,7,12,13,14-pentamethoxy-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)OC)OC)OC)OC)O
• SMILES (Isomeric): COC1=C(C(=C2C3=C1C(=O)OC4=C(C(=C(C(=C34)C(=O)O2)OC)OC)OC)OC)O
• InChI: InChI=1S/C19H16O10/c1-23-11-8-6-7-9(19(22)28-13(6)15(25-3)10(11)20)12(24-2)16(26-4)17(27-5)14(7)29-18(8)21/h20H,1-5H3
• InChI Key: HESFJLDPMLDBQL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₆O₁₀
• Molecular Weight: 404.30 g/mol
• Exact Mass: 404.07434670 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.24
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9286	92.86%
Caco-2	-	0.6008	60.08%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6902	69.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8979	89.79%
OATP1B3 inhibitior	+	0.9153	91.53%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7958	79.58%
P-glycoprotein inhibitior	-	0.5572	55.72%
P-glycoprotein substrate	-	0.9537	95.37%
CYP3A4 substrate	-	0.5937	59.37%
CYP2C9 substrate	-	0.8088	80.88%
CYP2D6 substrate	-	0.8314	83.14%
CYP3A4 inhibition	-	0.8835	88.35%
CYP2C9 inhibition	-	0.9860	98.60%
CYP2C19 inhibition	-	0.9683	96.83%
CYP2D6 inhibition	-	0.9420	94.20%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.9044	90.44%
CYP inhibitory promiscuity	-	0.8735	87.35%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4837	48.37%
Eye corrosion	-	0.9806	98.06%
Eye irritation	+	0.7499	74.99%
Skin irritation	-	0.7433	74.33%
Skin corrosion	-	0.9778	97.78%
Ames mutagenesis	-	0.5564	55.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.7883	78.83%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.9343	93.43%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5967	59.67%
Acute Oral Toxicity (c)	II	0.6873	68.73%
Estrogen receptor binding	+	0.8142	81.42%
Androgen receptor binding	-	0.6280	62.80%
Thyroid receptor binding	+	0.5426	54.26%
Glucocorticoid receptor binding	+	0.6038	60.38%
Aromatase binding	+	0.6289	62.89%
PPAR gamma	+	0.6818	68.18%
Honey bee toxicity	-	0.9293	92.93%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9282	92.82%

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	94.92%	91.11%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	93.74%	98.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.51%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.60%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.90%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.74%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.54%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.57%	99.23%
CHEMBL2581	P07339	Cathepsin D	83.08%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.21%	89.00%

Plants that contains it

• Rhabdodendron amazonicum

Cross-Links

• PubChem: 14412542
• LOTUS: LTS0099757
• wikiData: Q105027014