[(8R,9R,10S,11S)-3,8,10-trihydroxy-4,5,19-trimethoxy-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] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 70651425-dc01-467c-9740-856ba67c6be5
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(8R,9R,10S,11S)-3,8,10-trihydroxy-4,5,19-trimethoxy-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] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C2=CC3=C(C(=C2C4=C(C(=C(C=C4C(C(C1(C)O)C)O)OC)OC)O)OC)OCO3
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@H]1C2=CC3=C(C(=C2C4=C(C(=C(C=C4[C@@H]([C@H]([C@]1(C)O)C)O)OC)OC)O)OC)OCO3
• InChI: InChI=1S/C27H32O10/c1-8-12(2)26(30)37-25-15-10-17-23(36-11-35-17)24(34-7)19(15)18-14(20(28)13(3)27(25,4)31)9-16(32-5)22(33-6)21(18)29/h8-10,13,20,25,28-29,31H,11H2,1-7H3/b12-8-/t13-,20-,25+,27+/m1/s1
• InChI Key: FZZMYBHBBRFBCW-JAFQYAAZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂O₁₀
• Molecular Weight: 516.50 g/mol
• Exact Mass: 516.19954721 g/mol
• Topological Polar Surface Area (TPSA): 133.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.80
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9776	97.76%
Caco-2	-	0.5137	51.37%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6405	64.05%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.8331	83.31%
OATP1B3 inhibitior	+	0.9134	91.34%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.9596	95.96%
P-glycoprotein inhibitior	+	0.7808	78.08%
P-glycoprotein substrate	-	0.6019	60.19%
CYP3A4 substrate	+	0.6714	67.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8644	86.44%
CYP3A4 inhibition	+	0.8200	82.00%
CYP2C9 inhibition	+	0.6863	68.63%
CYP2C19 inhibition	+	0.7306	73.06%
CYP2D6 inhibition	-	0.6636	66.36%
CYP1A2 inhibition	-	0.6340	63.40%
CYP2C8 inhibition	+	0.6867	68.67%
CYP inhibitory promiscuity	+	0.8954	89.54%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4124	41.24%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8908	89.08%
Skin irritation	-	0.7485	74.85%
Skin corrosion	-	0.9484	94.84%
Ames mutagenesis	+	0.5264	52.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.6362	63.62%
Micronuclear	+	0.7874	78.74%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.6970	69.70%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7440	74.40%
Acute Oral Toxicity (c)	III	0.5143	51.43%
Estrogen receptor binding	+	0.8909	89.09%
Androgen receptor binding	+	0.5961	59.61%
Thyroid receptor binding	+	0.6454	64.54%
Glucocorticoid receptor binding	+	0.8184	81.84%
Aromatase binding	+	0.6373	63.73%
PPAR gamma	+	0.7745	77.45%
Honey bee toxicity	-	0.6511	65.11%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9842	98.42%

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	99.73%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.29%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.16%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.01%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.55%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.11%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.69%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.73%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	87.74%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.76%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.33%	91.07%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.01%	89.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.66%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.56%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.34%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.57%	95.89%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	80.24%	82.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.21%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.18%	95.50%
CHEMBL2581	P07339	Cathepsin D	80.05%	98.95%

Plants that contains it

• Kadsura philippinensis

Cross-Links

• PubChem: 101845615
• LOTUS: LTS0236701
• wikiData: Q105005269