[(12R,13S,14S)-18,19-dimethoxy-13,14-dimethyl-20-oxo-3,6,8-trioxapentacyclo[9.9.1.01,16.04,21.05,9]henicosa-4(21),5(9),10,16,18-pentaen-12-yl] 2-methylbutanoate

Details

• Internal ID: 1b6098f2-197d-42ff-a7a5-1497d0e00f2e
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(12R,13S,14S)-18,19-dimethoxy-13,14-dimethyl-20-oxo-3,6,8-trioxapentacyclo[9.9.1.01,16.04,21.05,9]henicosa-4(21),5(9),10,16,18-pentaen-12-yl] 2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C(C(CC2=CC(=C(C(=O)C23COC4=C3C1=CC5=C4OCO5)OC)OC)C)C
• SMILES (Isomeric): CCC(C)C(=O)O[C@@H]1[C@H]([C@H](CC2=CC(=C(C(=O)C23COC4=C3C1=CC5=C4OCO5)OC)OC)C)C
• InChI: InChI=1S/C27H32O8/c1-7-13(2)26(29)35-21-15(4)14(3)8-16-9-18(30-5)23(31-6)25(28)27(16)11-32-24-20(27)17(21)10-19-22(24)34-12-33-19/h9-10,13-15,21H,7-8,11-12H2,1-6H3/t13?,14-,15-,21+,27?/m0/s1
• InChI Key: JHTGXHCLRHKLER-CGJHHAQRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂O₈
• Molecular Weight: 484.50 g/mol
• Exact Mass: 484.20971797 g/mol
• Topological Polar Surface Area (TPSA): 89.50 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.37
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.6893	68.93%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7276	72.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8590	85.90%
OATP1B3 inhibitior	+	0.9601	96.01%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9500	95.00%
P-glycoprotein inhibitior	+	0.8449	84.49%
P-glycoprotein substrate	+	0.6114	61.14%
CYP3A4 substrate	+	0.6530	65.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8790	87.90%
CYP3A4 inhibition	+	0.8872	88.72%
CYP2C9 inhibition	+	0.5674	56.74%
CYP2C19 inhibition	+	0.6565	65.65%
CYP2D6 inhibition	-	0.8119	81.19%
CYP1A2 inhibition	-	0.6666	66.66%
CYP2C8 inhibition	+	0.5572	55.72%
CYP inhibitory promiscuity	+	0.8270	82.70%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4199	41.99%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9119	91.19%
Skin irritation	-	0.7460	74.60%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4851	48.51%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.6887	68.87%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8535	85.35%
Acute Oral Toxicity (c)	III	0.5494	54.94%
Estrogen receptor binding	+	0.7889	78.89%
Androgen receptor binding	+	0.6823	68.23%
Thyroid receptor binding	+	0.6003	60.03%
Glucocorticoid receptor binding	+	0.9024	90.24%
Aromatase binding	+	0.5939	59.39%
PPAR gamma	+	0.6834	68.34%
Honey bee toxicity	-	0.7108	71.08%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.88%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.02%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.84%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.54%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.45%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.25%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.95%	96.61%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.89%	94.80%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.57%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.39%	97.09%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	92.58%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.70%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.03%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	89.56%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.54%	86.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.03%	96.47%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	87.83%	95.71%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.05%	89.50%
CHEMBL2535	P11166	Glucose transporter	84.77%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	84.26%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.44%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.36%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.06%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.71%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	80.62%	94.73%

Plants that contains it

• Schisandra arisanensis

Cross-Links

• PubChem: 10648561
• LOTUS: LTS0010041
• wikiData: Q105128217