[(10R,11R)-10-[(1S,8R,9R,13S,14S,15R,27R)-9-(3,4-dihydroxyphenyl)-5,8,20,21,22,25-hexahydroxy-17,26,28-trioxo-2,10,16,29-tetraoxaheptacyclo[12.12.3.01,13.03,12.06,11.018,23.024,27]nonacosa-3(12),4,6(11),18,20,22,24-heptaen-15-yl]-3,4,5,17,18,19-hexahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-11-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 47b49291-db12-4199-80df-db07cee6768c
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Complex tannins
• IUPAC Name: [(10R,11R)-10-[(1S,8R,9R,13S,14S,15R,27R)-9-(3,4-dihydroxyphenyl)-5,8,20,21,22,25-hexahydroxy-17,26,28-trioxo-2,10,16,29-tetraoxaheptacyclo[12.12.3.01,13.03,12.06,11.018,23.024,27]nonacosa-3(12),4,6(11),18,20,22,24-heptaen-15-yl]-3,4,5,17,18,19-hexahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-11-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C(C(OC2=C1C(=CC3=C2C4C5C(OC(=O)C6=CC(=C(C(=C6C7=C(C(=O)C4(C7C(=O)O5)O3)O)O)O)O)C8C(COC(=O)C9=CC(=C(C(=C9C1=C(C(=C(C=C1C(=O)O8)O)O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O)C1=CC(=C(C=C1)O)O)O
• SMILES (Isomeric): C1[C@H]([C@H](OC2=C1C(=CC3=C2[C@H]4[C@H]5[C@@H](OC(=O)C6=CC(=C(C(=C6C7=C(C(=O)[C@]4([C@@H]7C(=O)O5)O3)O)O)O)O)[C@H]8[C@@H](COC(=O)C9=CC(=C(C(=C9C1=C(C(=C(C=C1C(=O)O8)O)O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O)C1=CC(=C(C=C1)O)O)O
• InChI: InChI=1S/C55H38O30/c56-18-2-1-12(3-20(18)58)44-26(64)6-14-19(57)10-27-32(45(14)81-44)34-47-48(84-53(77)17-9-25(63)39(68)42(71)31(17)33-35(54(78)83-47)55(34,85-27)49(73)43(33)72)46-28(80-50(74)13-4-21(59)36(65)22(60)5-13)11-79-51(75)15-7-23(61)37(66)40(69)29(15)30-16(52(76)82-46)8-24(62)38(67)41(30)70/h1-5,7-10,26,28,34-35,44,46-48,56-72H,6,11H2/t26-,28-,34+,35+,44-,46-,47+,48+,55+/m1/s1
• InChI Key: FWLIWQBWHQWYFE-YRGFNNADSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₃₈O₃₀
• Molecular Weight: 1178.90 g/mol
• Exact Mass: 1178.14478979 g/mol
• Topological Polar Surface Area (TPSA): 511.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 30
• H-Bond Donor: 17
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9489	94.89%
Caco-2	-	0.8764	87.64%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7428	74.28%
OATP2B1 inhibitior	-	0.7181	71.81%
OATP1B1 inhibitior	+	0.7879	78.79%
OATP1B3 inhibitior	+	0.9337	93.37%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7913	79.13%
P-glycoprotein inhibitior	+	0.7330	73.30%
P-glycoprotein substrate	+	0.6888	68.88%
CYP3A4 substrate	+	0.7330	73.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8333	83.33%
CYP3A4 inhibition	-	0.8185	81.85%
CYP2C9 inhibition	-	0.5522	55.22%
CYP2C19 inhibition	-	0.6310	63.10%
CYP2D6 inhibition	-	0.8264	82.64%
CYP1A2 inhibition	-	0.8132	81.32%
CYP2C8 inhibition	+	0.8344	83.44%
CYP inhibitory promiscuity	-	0.7833	78.33%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5331	53.31%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.8965	89.65%
Skin irritation	-	0.7525	75.25%
Skin corrosion	-	0.9313	93.13%
Ames mutagenesis	+	0.5292	52.92%
Human Ether-a-go-go-Related Gene inhibition	+	0.6988	69.88%
Micronuclear	+	0.8133	81.33%
Hepatotoxicity	-	0.5572	55.72%
skin sensitisation	-	0.7865	78.65%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6535	65.35%
Acute Oral Toxicity (c)	III	0.3816	38.16%
Estrogen receptor binding	+	0.7967	79.67%
Androgen receptor binding	+	0.7775	77.75%
Thyroid receptor binding	+	0.5481	54.81%
Glucocorticoid receptor binding	+	0.5557	55.57%
Aromatase binding	+	0.5698	56.98%
PPAR gamma	+	0.7467	74.67%
Honey bee toxicity	-	0.6249	62.49%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9769	97.69%

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	99.91%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.60%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.01%	97.09%
CHEMBL2581	P07339	Cathepsin D	93.53%	98.95%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	92.62%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.46%	99.23%
CHEMBL3194	P02766	Transthyretin	92.05%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.06%	96.09%
CHEMBL4208	P20618	Proteasome component C5	90.84%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.78%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.65%	95.89%
CHEMBL2535	P11166	Glucose transporter	90.38%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.10%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.68%	83.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.40%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.34%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.71%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.70%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.56%	99.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.35%	95.17%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.76%	95.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.74%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.55%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.27%	92.62%
CHEMBL236	P41143	Delta opioid receptor	81.13%	99.35%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.05%	94.42%

Plants that contains it

• Melastoma malabathricum

Cross-Links

• PubChem: 163186505
• LOTUS: LTS0273386
• wikiData: Q105003346