[(9R,10R,11S)-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2,4,6,12,14(18)-hexaen-11-yl] (2R)-2-methylbutanoate

Details

• Internal ID: 5b306a05-82a2-4c7c-9e80-3528ec0c73d1
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(9R,10R,11S)-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2,4,6,12,14(18)-hexaen-11-yl] (2R)-2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C(C(CC2=CC(=C(C(=C2C3=C(C4=C(C=C13)OCO4)OC)OC)OC)OC)C)C
• SMILES (Isomeric): CC[C@@H](C)C(=O)O[C@H]1[C@@H]([C@@H](CC2=CC(=C(C(=C2C3=C(C4=C(C=C13)OCO4)OC)OC)OC)OC)C)C
• InChI: InChI=1S/C28H36O8/c1-9-14(2)28(29)36-23-16(4)15(3)10-17-11-19(30-5)24(31-6)26(32-7)21(17)22-18(23)12-20-25(27(22)33-8)35-13-34-20/h11-12,14-16,23H,9-10,13H2,1-8H3/t14-,15-,16-,23+/m1/s1
• InChI Key: ZYMOLSKOENTNSD-ZYZMLOSQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₆O₈
• Molecular Weight: 500.60 g/mol
• Exact Mass: 500.24101810 g/mol
• Topological Polar Surface Area (TPSA): 81.70 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.58
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.7516	75.16%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5785	57.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8723	87.23%
OATP1B3 inhibitior	+	0.9356	93.56%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9907	99.07%
P-glycoprotein inhibitior	+	0.8635	86.35%
P-glycoprotein substrate	-	0.5769	57.69%
CYP3A4 substrate	+	0.6426	64.26%
CYP2C9 substrate	-	0.7874	78.74%
CYP2D6 substrate	-	0.8027	80.27%
CYP3A4 inhibition	+	0.7533	75.33%
CYP2C9 inhibition	+	0.8517	85.17%
CYP2C19 inhibition	+	0.8612	86.12%
CYP2D6 inhibition	-	0.5973	59.73%
CYP1A2 inhibition	-	0.5448	54.48%
CYP2C8 inhibition	+	0.5663	56.63%
CYP inhibitory promiscuity	+	0.8573	85.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4657	46.57%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.9063	90.63%
Skin irritation	-	0.7935	79.35%
Skin corrosion	-	0.9671	96.71%
Ames mutagenesis	-	0.6508	65.08%
Human Ether-a-go-go-Related Gene inhibition	+	0.6697	66.97%
Micronuclear	-	0.5326	53.26%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.6552	65.52%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9506	95.06%
Acute Oral Toxicity (c)	III	0.6165	61.65%
Estrogen receptor binding	+	0.8175	81.75%
Androgen receptor binding	+	0.5207	52.07%
Thyroid receptor binding	+	0.6966	69.66%
Glucocorticoid receptor binding	+	0.8901	89.01%
Aromatase binding	+	0.5181	51.81%
PPAR gamma	+	0.6458	64.58%
Honey bee toxicity	-	0.7450	74.50%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5449	54.49%
Fish aquatic toxicity	+	0.9928	99.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.92%	96.09%
CHEMBL261	P00915	Carbonic anhydrase I	98.60%	96.76%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.92%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.63%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.45%	91.11%
CHEMBL2413	P32246	C-C chemokine receptor type 1	94.38%	89.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.93%	92.62%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.83%	96.77%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.10%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.66%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.23%	99.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	90.14%	98.75%
CHEMBL2535	P11166	Glucose transporter	87.74%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.57%	85.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.29%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.88%	95.56%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	85.78%	96.86%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.25%	96.47%
CHEMBL2581	P07339	Cathepsin D	85.03%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.74%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.19%	94.80%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.52%	96.95%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.21%	82.67%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.78%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.62%	97.09%

Plants that contains it

• Kadsura heteroclita

Cross-Links

• PubChem: 162893204
• LOTUS: LTS0173816
• wikiData: Q105386272