[(10S,11R,12R,15R)-3,4,5,11,12,21,22,23-octahydroxy-8,18-dioxo-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-13-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 710112c0-e943-46cf-8f8a-a53ad246e7eb
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(10S,11R,12R,15R)-3,4,5,11,12,21,22,23-octahydroxy-8,18-dioxo-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-13-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)O)O)OC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C=C5C(=O)O1)O)O)O)O)O)O
• SMILES (Isomeric): C1[C@@H]2[C@H]([C@@H]([C@H](C(O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)O)O)OC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C=C5C(=O)O1)O)O)O)O)O)O
• InChI: InChI=1S/C27H22O18/c28-9-1-6(2-10(29)16(9)32)24(39)45-27-22(38)21(37)23-13(43-27)5-42-25(40)7-3-11(30)17(33)19(35)14(7)15-8(26(41)44-23)4-12(31)18(34)20(15)36/h1-4,13,21-23,27-38H,5H2/t13-,21-,22-,23-,27?/m1/s1
• InChI Key: FYIJLTSMNXUNLT-RVKTWDRCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₂O₁₈
• Molecular Weight: 634.50 g/mol
• Exact Mass: 634.08061385 g/mol
• Topological Polar Surface Area (TPSA): 311.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.30
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5957	59.57%
Caco-2	-	0.8993	89.93%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6016	60.16%
OATP2B1 inhibitior	-	0.5581	55.81%
OATP1B1 inhibitior	+	0.7421	74.21%
OATP1B3 inhibitior	+	0.9573	95.73%
MATE1 inhibitior	-	0.5600	56.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5663	56.63%
P-glycoprotein inhibitior	+	0.6405	64.05%
P-glycoprotein substrate	-	0.7474	74.74%
CYP3A4 substrate	+	0.6096	60.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8407	84.07%
CYP3A4 inhibition	-	0.8634	86.34%
CYP2C9 inhibition	-	0.7954	79.54%
CYP2C19 inhibition	-	0.8542	85.42%
CYP2D6 inhibition	-	0.9031	90.31%
CYP1A2 inhibition	-	0.8422	84.22%
CYP2C8 inhibition	+	0.5586	55.86%
CYP inhibitory promiscuity	-	0.8960	89.60%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6794	67.94%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8232	82.32%
Skin irritation	-	0.7833	78.33%
Skin corrosion	-	0.9534	95.34%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7263	72.63%
Micronuclear	+	0.7633	76.33%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8663	86.63%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7939	79.39%
Acute Oral Toxicity (c)	III	0.4838	48.38%
Estrogen receptor binding	+	0.7454	74.54%
Androgen receptor binding	+	0.6760	67.60%
Thyroid receptor binding	-	0.5468	54.68%
Glucocorticoid receptor binding	-	0.4650	46.50%
Aromatase binding	-	0.5555	55.55%
PPAR gamma	+	0.6790	67.90%
Honey bee toxicity	-	0.8304	83.04%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8948	89.48%

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	99.02%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.02%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.89%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	90.27%	83.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.84%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.15%	86.33%
CHEMBL2581	P07339	Cathepsin D	88.33%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.99%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.40%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.04%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.82%	99.17%
CHEMBL3194	P02766	Transthyretin	84.90%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	84.70%	94.73%
CHEMBL2535	P11166	Glucose transporter	83.53%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.31%	99.15%
CHEMBL4208	P20618	Proteasome component C5	82.05%	90.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.56%	96.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.26%	92.50%

Plants that contains it

• Alnus japonica
• Castanea mollissima
• Juglans regia
• Platycarya strobilacea
• Psidium guajava
• Rosa rugosa
• Syzygium aromaticum

Cross-Links

• PubChem: 9874083
• NPASS: NPC121372