[(2S,9R,13S,17S)-4,13-dihydroxy-15-methoxy-2,6,14,17-tetramethyl-3,11-dioxo-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-14-en-16-yl] 7-methoxy-1,3-benzodioxole-5-carboxylate

Details

• Internal ID: dcf4d988-e8ee-43a8-a85c-78064eb995a0
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(2S,9R,13S,17S)-4,13-dihydroxy-15-methoxy-2,6,14,17-tetramethyl-3,11-dioxo-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-14-en-16-yl] 7-methoxy-1,3-benzodioxole-5-carboxylate
• SMILES (Canonical): CC1CC(C(=O)C2(C1CC3C4(C2C(C(=C(C4(CC(=O)O3)O)C)OC)OC(=O)C5=CC6=C(C(=C5)OC)OCO6)C)C)O
• SMILES (Isomeric): CC1CC(C(=O)[C@]2(C1C[C@@H]3[C@@]4(C2C(C(=C([C@@]4(CC(=O)O3)O)C)OC)OC(=O)C5=CC6=C(C(=C5)OC)OCO6)C)C)O
• InChI: InChI=1S/C30H36O11/c1-13-7-17(31)26(33)28(3)16(13)10-20-29(4)25(28)24(22(37-6)14(2)30(29,35)11-21(32)40-20)41-27(34)15-8-18(36-5)23-19(9-15)38-12-39-23/h8-9,13,16-17,20,24-25,31,35H,7,10-12H2,1-6H3/t13?,16?,17?,20-,24?,25?,28+,29-,30-/m1/s1
• InChI Key: YRGKNTFWWADMBW-ZYOVXROMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₆O₁₁
• Molecular Weight: 572.60 g/mol
• Exact Mass: 572.22576196 g/mol
• Topological Polar Surface Area (TPSA): 147.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 11
• 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	+	0.9797	97.97%
Caco-2	-	0.7658	76.58%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7017	70.17%
OATP2B1 inhibitior	-	0.7155	71.55%
OATP1B1 inhibitior	+	0.8489	84.89%
OATP1B3 inhibitior	+	0.9599	95.99%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9417	94.17%
P-glycoprotein inhibitior	+	0.7755	77.55%
P-glycoprotein substrate	+	0.5876	58.76%
CYP3A4 substrate	+	0.7173	71.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8578	85.78%
CYP3A4 inhibition	+	0.7270	72.70%
CYP2C9 inhibition	-	0.8330	83.30%
CYP2C19 inhibition	-	0.8043	80.43%
CYP2D6 inhibition	-	0.8768	87.68%
CYP1A2 inhibition	-	0.6425	64.25%
CYP2C8 inhibition	+	0.6478	64.78%
CYP inhibitory promiscuity	-	0.7519	75.19%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4560	45.60%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9038	90.38%
Skin irritation	-	0.6722	67.22%
Skin corrosion	-	0.9411	94.11%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4878	48.78%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8124	81.24%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6242	62.42%
Acute Oral Toxicity (c)	I	0.6114	61.14%
Estrogen receptor binding	+	0.7617	76.17%
Androgen receptor binding	+	0.7373	73.73%
Thyroid receptor binding	-	0.4921	49.21%
Glucocorticoid receptor binding	+	0.8419	84.19%
Aromatase binding	+	0.7417	74.17%
PPAR gamma	+	0.7052	70.52%
Honey bee toxicity	-	0.6643	66.43%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5667	56.67%
Fish aquatic toxicity	+	0.9927	99.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.70%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.61%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.67%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.44%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.02%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.60%	94.80%
CHEMBL4208	P20618	Proteasome component C5	91.04%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.00%	91.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.61%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.56%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.24%	96.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.61%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.48%	97.14%
CHEMBL2535	P11166	Glucose transporter	87.33%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.08%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	86.40%	91.19%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.29%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.01%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.91%	89.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.68%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.02%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.35%	96.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.28%	82.38%

Plants that contains it

• Picrasma quassioides

Cross-Links

• PubChem: 5320160
• NPASS: NPC43993
• LOTUS: LTS0139839
• wikiData: Q105352779