(11R,12S,14R,48R,49S)-4,5,6,12,20,21,22,25,26,37,38,41,42,43,55,56,57,63-octadecahydroxy-2,10,13,16,28,35,47,50,61-nonaoxatridecacyclo[50.10.2.03,8.011,49.014,48.018,23.024,33.027,32.030,39.031,36.040,45.053,62.054,59]tetrahexaconta-1(63),3,5,7,18,20,22,24,26,30,32,36,38,40,42,44,52(64),53(62),54,56,58-henicosaene-9,17,29,34,46,51,60-heptone

Details

• Internal ID: 0c7595ea-ea6f-4026-a2b3-1cc5331b4ce1
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: (11R,12S,14R,48R,49S)-4,5,6,12,20,21,22,25,26,37,38,41,42,43,55,56,57,63-octadecahydroxy-2,10,13,16,28,35,47,50,61-nonaoxatridecacyclo[50.10.2.03,8.011,49.014,48.018,23.024,33.027,32.030,39.031,36.040,45.053,62.054,59]tetrahexaconta-1(63),3,5,7,18,20,22,24,26,30,32,36,38,40,42,44,52(64),53(62),54,56,58-henicosaene-9,17,29,34,46,51,60-heptone
• SMILES (Canonical): C1C2C(C3C(C(O2)O)OC(=O)C4=CC(=C(C(=C4OC5=C(C=C(C6=C5OC(=O)C7=CC(=C(C(=C76)O)O)O)C(=O)O3)O)O)O)O)OC(=O)C8=CC(=C(C(=C8C9=C(C(=C2C3=C9C(=O)OC4=C(C(=C(C5=C(C(=C(C=C5C(=O)O1)O)O)O)C(=C34)C(=O)O2)O)O)O)O)O)O)O
• SMILES (Isomeric): C1[C@@H]2[C@H]([C@H]3[C@H]([C@H](O2)O)OC(=O)C4=CC(=C(C(=C4OC5=C(C=C(C6=C5OC(=O)C7=CC(=C(C(=C76)O)O)O)C(=O)O3)O)O)O)O)OC(=O)C8=CC(=C(C(=C8C9=C(C(=C2C3=C9C(=O)OC4=C(C(=C(C5=C(C(=C(C=C5C(=O)O1)O)O)O)C(=C34)C(=O)O2)O)O)O)O)O)O)O
• InChI: InChI=1S/C55H30O34/c56-12-1-7-19(33(66)29(12)62)22-26-24-25-27(54(79)86-43(24)38(71)35(22)68)23(36(69)39(72)44(25)85-53(26)78)20-9(3-14(58)30(63)34(20)67)49(74)84-42-17(6-81-48(7)73)82-55(80)47-46(42)88-51(76)10-4-16(60)41(83-40-11(52(77)89-47)5-15(59)31(64)37(40)70)45-21(10)18-8(50(75)87-45)2-13(57)28(61)32(18)65/h1-5,17,42,46-47,55-72,80H,6H2/t17-,42-,46+,47-,55+/m1/s1
• InChI Key: MLBNOYSFHXHCOV-SBMOMQRESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₃₀O₃₄
• Molecular Weight: 1234.80 g/mol
• Exact Mass: 1234.0618480 g/mol
• Topological Polar Surface Area (TPSA): 567.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.05
• H-Bond Acceptor: 34
• H-Bond Donor: 18
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5693	56.93%
Caco-2	-	0.8730	87.30%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5861	58.61%
OATP2B1 inhibitior	-	0.5703	57.03%
OATP1B1 inhibitior	+	0.8071	80.71%
OATP1B3 inhibitior	+	0.9673	96.73%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8145	81.45%
P-glycoprotein inhibitior	+	0.7422	74.22%
P-glycoprotein substrate	+	0.5870	58.70%
CYP3A4 substrate	+	0.6603	66.03%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	-	0.8585	85.85%
CYP3A4 inhibition	-	0.8649	86.49%
CYP2C9 inhibition	-	0.7987	79.87%
CYP2C19 inhibition	-	0.9089	90.89%
CYP2D6 inhibition	-	0.9212	92.12%
CYP1A2 inhibition	-	0.8636	86.36%
CYP2C8 inhibition	+	0.6687	66.87%
CYP inhibitory promiscuity	-	0.9469	94.69%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7012	70.12%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8958	89.58%
Skin irritation	-	0.7337	73.37%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	+	0.6036	60.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7148	71.48%
Micronuclear	+	0.7633	76.33%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8462	84.62%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9309	93.09%
Acute Oral Toxicity (c)	III	0.3250	32.50%
Estrogen receptor binding	+	0.7981	79.81%
Androgen receptor binding	+	0.7288	72.88%
Thyroid receptor binding	+	0.5468	54.68%
Glucocorticoid receptor binding	+	0.5533	55.33%
Aromatase binding	+	0.5827	58.27%
PPAR gamma	+	0.7189	71.89%
Honey bee toxicity	-	0.6795	67.95%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8783	87.83%

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	98.97%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.70%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.24%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.15%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.11%	89.00%
CHEMBL2581	P07339	Cathepsin D	91.32%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.10%	99.23%
CHEMBL230	P35354	Cyclooxygenase-2	88.87%	89.63%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.79%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.82%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	83.64%	94.73%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.70%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.37%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.78%	89.34%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.33%	97.09%
CHEMBL3038469	P24941	CDK2/Cyclin A	80.86%	91.38%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.70%	97.21%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	80.41%	97.31%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.41%	96.00%

Plants that contains it

• Terminalia catappa

Cross-Links

• PubChem: 163038386
• LOTUS: LTS0038815
• wikiData: Q105166436