[(1S,2R,3S,18R,19S,36R,37S,39R,55R)-55-formyl-8,9,10,13,14,15,24,25,26,29,30,31,43,44,45,48,49,50-octadecahydroxy-5,21,34,53,57,60-hexaoxo-37-(3,4,5-trihydroxybenzoyl)oxy-4,17,20,35,38,41,54,56,61-nonaoxaundecacyclo[40.12.4.32,12.06,11.018,39.019,36.022,27.028,33.046,58.047,52.016,59]henhexaconta-6,8,10,12(59),13,15,22,24,26,28,30,32,42,44,46(58),47,49,51-octadecaen-3-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: 657666c7-a8d1-44e0-a226-b0db3e68da1b
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(1S,2R,3S,18R,19S,36R,37S,39R,55R)-55-formyl-8,9,10,13,14,15,24,25,26,29,30,31,43,44,45,48,49,50-octadecahydroxy-5,21,34,53,57,60-hexaoxo-37-(3,4,5-trihydroxybenzoyl)oxy-4,17,20,35,38,41,54,56,61-nonaoxaundecacyclo[40.12.4.32,12.06,11.018,39.019,36.022,27.028,33.046,58.047,52.016,59]henhexaconta-6,8,10,12(59),13,15,22,24,26,28,30,32,42,44,46(58),47,49,51-octadecaen-3-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C2C(C3C(C(O2)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)O3)O)O)O)O)O)O)OC7=C(C(=C(C8=C7C(=O)OC(C(OC(=O)C9=CC(=C(C(=C98)O)O)O)COC(=O)C2=CC(=C(C(=C2)O)O)O)C2C(OC(=O)C3=C(C4=C(C(=C(C=C4C(=O)O2)O)O)O)C(=C(C(=C3O1)O)O)O)C=O)O)O)O
• SMILES (Isomeric): C1[C@@H]2[C@H]([C@H]3[C@H]([C@@H](O2)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)O3)O)O)O)O)O)O)OC7=C(C(=C(C8=C7C(=O)O[C@H]([C@@H](OC(=O)C9=CC(=C(C(=C98)O)O)O)COC(=O)C2=CC(=C(C(=C2)O)O)O)[C@H]2[C@@H](OC(=O)C3=C(C4=C(C(=C(C=C4C(=O)O2)O)O)O)C(=C(C(=C3O1)O)O)O)C=O)O)O)O
• InChI: InChI=1S/C68H46O44/c69-9-26-53-54-27(11-103-60(94)12-1-18(70)37(78)19(71)2-12)105-62(96)16-7-24(76)41(82)45(86)31(16)34-36(67(101)109-54)57(52(93)50(91)48(34)89)107-55-28(10-102-56-35(66(100)104-26)33(47(88)49(90)51(56)92)32-17(63(97)108-53)8-25(77)42(83)46(32)87)106-68(112-61(95)13-3-20(72)38(79)21(73)4-13)59-58(55)110-64(98)14-5-22(74)39(80)43(84)29(14)30-15(65(99)111-59)6-23(75)40(81)44(30)85/h1-9,26-28,53-55,58-59,68,70-93H,10-11H2/t26-,27-,28+,53+,54+,55+,58-,59+,68-/m0/s1
• InChI Key: PUMDEXQHHUHVHP-OAXFBVGPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₈H₄₆O₄₄
• Molecular Weight: 1567.10 g/mol
• Exact Mass: 1566.1361947 g/mol
• Topological Polar Surface Area (TPSA): 741.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 44
• H-Bond Donor: 24
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7541	75.41%
Caco-2	-	0.8649	86.49%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5781	57.81%
OATP2B1 inhibitior	-	0.7152	71.52%
OATP1B1 inhibitior	-	0.3247	32.47%
OATP1B3 inhibitior	+	0.9421	94.21%
MATE1 inhibitior	-	0.5400	54.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7912	79.12%
P-glycoprotein inhibitior	+	0.7388	73.88%
P-glycoprotein substrate	+	0.5805	58.05%
CYP3A4 substrate	+	0.6779	67.79%
CYP2C9 substrate	-	0.8014	80.14%
CYP2D6 substrate	-	0.8503	85.03%
CYP3A4 inhibition	-	0.8890	88.90%
CYP2C9 inhibition	-	0.8086	80.86%
CYP2C19 inhibition	-	0.8373	83.73%
CYP2D6 inhibition	-	0.9180	91.80%
CYP1A2 inhibition	-	0.9104	91.04%
CYP2C8 inhibition	+	0.7290	72.90%
CYP inhibitory promiscuity	-	0.8220	82.20%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6493	64.93%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8950	89.50%
Skin irritation	-	0.8424	84.24%
Skin corrosion	-	0.9608	96.08%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7396	73.96%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8705	87.05%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8660	86.60%
Acute Oral Toxicity (c)	III	0.4860	48.60%
Estrogen receptor binding	+	0.7414	74.14%
Androgen receptor binding	+	0.7452	74.52%
Thyroid receptor binding	+	0.5452	54.52%
Glucocorticoid receptor binding	-	0.5133	51.33%
Aromatase binding	+	0.5746	57.46%
PPAR gamma	+	0.7330	73.30%
Honey bee toxicity	-	0.7064	70.64%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8813	88.13%

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	99.47%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.50%	95.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.45%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	94.02%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	93.80%	91.49%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	93.15%	89.34%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	93.00%	83.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.36%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.21%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.93%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.43%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.79%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.39%	97.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.90%	93.40%
CHEMBL3194	P02766	Transthyretin	85.73%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.65%	99.23%
CHEMBL3891	P07384	Calpain 1	85.06%	93.04%
CHEMBL4208	P20618	Proteasome component C5	83.96%	90.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.37%	97.21%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.13%	95.64%
CHEMBL1781	P11387	DNA topoisomerase I	81.43%	97.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.78%	96.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.72%	96.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.08%	80.78%

Plants that contains it

• Medinilla magnifica

Cross-Links

• PubChem: 44575176
• NPASS: NPC189312