[(8S,9S,10S,11R)-3,9-dihydroxy-4,5,19-trimethoxy-9,10-dimethyl-8-[(Z)-2-methylbut-2-enoyl]oxy-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2,4,6,12,14(18)-hexaen-11-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: df2fa893-aab5-47be-88f7-e67cafcb40f6
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(8S,9S,10S,11R)-3,9-dihydroxy-4,5,19-trimethoxy-9,10-dimethyl-8-[(Z)-2-methylbut-2-enoyl]oxy-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2,4,6,12,14(18)-hexaen-11-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C(C(C2=CC(=C(C(=C2C3=C(C4=C(C=C13)OCO4)OC)O)OC)OC)OC(=O)C(=CC)C)(C)O)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@@H]1[C@@H]([C@]([C@H](C2=CC(=C(C(=C2C3=C(C4=C(C=C13)OCO4)OC)O)OC)OC)OC(=O)/C(=C\C)/C)(C)O)C
• InChI: InChI=1S/C32H38O11/c1-10-15(3)30(34)42-25-17(5)32(6,36)29(43-31(35)16(4)11-2)19-13-20(37-7)26(38-8)24(33)22(19)23-18(25)12-21-27(28(23)39-9)41-14-40-21/h10-13,17,25,29,33,36H,14H2,1-9H3/b15-10-,16-11-/t17-,25+,29-,32-/m0/s1
• InChI Key: JSLINKYCDFQONE-ROMKREOTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈O₁₁
• Molecular Weight: 598.60 g/mol
• Exact Mass: 598.24141202 g/mol
• Topological Polar Surface Area (TPSA): 139.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 5.32
• H-Bond Acceptor: 11
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9847	98.47%
Caco-2	-	0.6488	64.88%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7367	73.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8470	84.70%
OATP1B3 inhibitior	+	0.8957	89.57%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9776	97.76%
P-glycoprotein inhibitior	+	0.8825	88.25%
P-glycoprotein substrate	-	0.5666	56.66%
CYP3A4 substrate	+	0.6674	66.74%
CYP2C9 substrate	-	0.8034	80.34%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	+	0.7885	78.85%
CYP2C9 inhibition	+	0.7784	77.84%
CYP2C19 inhibition	+	0.6777	67.77%
CYP2D6 inhibition	-	0.7425	74.25%
CYP1A2 inhibition	-	0.7012	70.12%
CYP2C8 inhibition	+	0.6979	69.79%
CYP inhibitory promiscuity	+	0.7781	77.81%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Danger	0.4625	46.25%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.8915	89.15%
Skin irritation	-	0.7569	75.69%
Skin corrosion	-	0.9493	94.93%
Ames mutagenesis	-	0.5036	50.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.7874	78.74%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.6789	67.89%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6935	69.35%
Acute Oral Toxicity (c)	III	0.5176	51.76%
Estrogen receptor binding	+	0.8190	81.90%
Androgen receptor binding	+	0.6529	65.29%
Thyroid receptor binding	+	0.6221	62.21%
Glucocorticoid receptor binding	+	0.7984	79.84%
Aromatase binding	+	0.5983	59.83%
PPAR gamma	+	0.7615	76.15%
Honey bee toxicity	-	0.6398	63.98%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9910	99.10%

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	99.79%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.04%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.05%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.41%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.33%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.89%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.69%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.88%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	86.81%	91.19%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.34%	92.94%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.88%	89.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.42%	99.17%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	82.46%	80.96%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.68%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.66%	100.00%
CHEMBL4208	P20618	Proteasome component C5	80.45%	90.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.15%	91.07%

Plants that contains it

• Kadsura philippinensis

Cross-Links

• PubChem: 12003992
• LOTUS: LTS0166895
• wikiData: Q105134443