(14-Hydroxy-18,19-dimethoxy-13,14-dimethyl-20-oxo-3,6,8,22-tetraoxahexacyclo[9.9.1.112,16.01,16.04,21.05,9]docosa-4(21),5(9),10,18-tetraen-15-yl) 2-methylbut-2-enoate

Details

• Internal ID: 52cf7866-f038-45b7-8b84-5e92b33d1855
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: (14-hydroxy-18,19-dimethoxy-13,14-dimethyl-20-oxo-3,6,8,22-tetraoxahexacyclo[9.9.1.112,16.01,16.04,21.05,9]docosa-4(21),5(9),10,18-tetraen-15-yl) 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C(C2C3=CC4=C(C5=C3C6(C1(O2)CC(=C(C6=O)OC)OC)CO5)OCO4)C)(C)O
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(C(C2C3=CC4=C(C5=C3C6(C1(O2)CC(=C(C6=O)OC)OC)CO5)OCO4)C)(C)O
• InChI: InChI=1S/C27H30O10/c1-7-12(2)23(29)36-24-25(4,30)13(3)18-14-8-15-19(35-11-34-15)21-17(14)26(10-33-21)22(28)20(32-6)16(31-5)9-27(24,26)37-18/h7-8,13,18,24,30H,9-11H2,1-6H3
• InChI Key: JSEZTYHWFIKPLJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₀
• Molecular Weight: 514.50 g/mol
• Exact Mass: 514.18389715 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.61
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9656	96.56%
Caco-2	-	0.5226	52.26%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7349	73.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8765	87.65%
OATP1B3 inhibitior	+	0.9504	95.04%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9294	92.94%
P-glycoprotein inhibitior	+	0.8085	80.85%
P-glycoprotein substrate	+	0.5479	54.79%
CYP3A4 substrate	+	0.6769	67.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8684	86.84%
CYP3A4 inhibition	+	0.6769	67.69%
CYP2C9 inhibition	-	0.7713	77.13%
CYP2C19 inhibition	-	0.5383	53.83%
CYP2D6 inhibition	-	0.8903	89.03%
CYP1A2 inhibition	-	0.7252	72.52%
CYP2C8 inhibition	+	0.5231	52.31%
CYP inhibitory promiscuity	-	0.5519	55.19%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4741	47.41%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9116	91.16%
Skin irritation	-	0.7367	73.67%
Skin corrosion	-	0.9347	93.47%
Ames mutagenesis	+	0.5046	50.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5802	58.02%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.5303	53.03%
skin sensitisation	-	0.7485	74.85%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5154	51.54%
Acute Oral Toxicity (c)	I	0.5192	51.92%
Estrogen receptor binding	+	0.8718	87.18%
Androgen receptor binding	+	0.7400	74.00%
Thyroid receptor binding	+	0.6152	61.52%
Glucocorticoid receptor binding	+	0.8709	87.09%
Aromatase binding	+	0.7185	71.85%
PPAR gamma	+	0.7751	77.51%
Honey bee toxicity	-	0.6272	62.72%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9798	97.98%

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	99.32%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.96%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.90%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	96.18%	94.80%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.07%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.08%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.83%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.04%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.19%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.74%	92.94%
CHEMBL230	P35354	Cyclooxygenase-2	89.90%	89.63%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.05%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.54%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.48%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.41%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	87.92%	91.19%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.45%	98.75%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.67%	93.40%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.91%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.39%	97.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.30%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.30%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.98%	95.89%
CHEMBL284	P27487	Dipeptidyl peptidase IV	80.45%	95.69%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.36%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	80.11%	94.73%

Plants that contains it

• Kadsura philippinensis

Cross-Links

• PubChem: 73324140
• LOTUS: LTS0021575
• wikiData: Q105134307