(1R,2R,20R,42S,46S)-7,8,9,12,13,14,25,26,27,30,31,32,35,36,37-pentadecahydroxy-46-[(2R,3R,4S,5S)-2,3,4-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3,18,21,41,43-pentaoxanonacyclo[27.13.3.138,42.02,20.05,10.011,16.023,28.033,45.034,39]hexatetraconta-5,7,9,11,13,15,23,25,27,29(45),30,32,34(39),35,37-pentadecaene-4,17,22,40,44-pentone

Details

• Internal ID: 33a05e55-2739-4980-a731-c8c19b3ddcac
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: (1R,2R,20R,42S,46S)-7,8,9,12,13,14,25,26,27,30,31,32,35,36,37-pentadecahydroxy-46-[(2R,3R,4S,5S)-2,3,4-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3,18,21,41,43-pentaoxanonacyclo[27.13.3.138,42.02,20.05,10.011,16.023,28.033,45.034,39]hexatetraconta-5,7,9,11,13,15,23,25,27,29(45),30,32,34(39),35,37-pentadecaene-4,17,22,40,44-pentone
• SMILES (Canonical): C1C2C(C3C4C(C5=C(C(=C(C(=C5C(=O)O4)C6=C(C(=C(C(=C6C(=O)O3)C7=C(C(=C(C=C7C(=O)O2)O)O)O)O)O)O)O)O)O)C8(C(C(C(O8)CO)O)O)O)OC(=O)C9=CC(=C(C(=C9C2=C(C(=C(C=C2C(=O)O1)O)O)O)O)O)O
• SMILES (Isomeric): C1[C@@H]2[C@H]([C@H]3[C@@H]4[C@H](C5=C(C(=C(C(=C5C(=O)O4)C6=C(C(=C(C(=C6C(=O)O3)C7=C(C(=C(C=C7C(=O)O2)O)O)O)O)O)O)O)O)O)[C@@]8([C@@H]([C@@H]([C@@H](O8)CO)O)O)O)OC(=O)C9=CC(=C(C(=C9C2=C(C(=C(C=C2C(=O)O1)O)O)O)O)O)O
• InChI: InChI=1S/C46H34O30/c47-4-12-27(54)40(64)46(70,76-12)23-22-21-19(33(60)36(63)34(22)61)18-20-17(31(58)35(62)32(18)59)16-8(3-11(50)26(53)30(16)57)42(66)72-13-5-71-41(65)6-1-9(48)24(51)28(55)14(6)15-7(2-10(49)25(52)29(15)56)43(67)73-37(13)39(75-44(20)68)38(23)74-45(21)69/h1-3,12-13,23,27,37-40,47-64,70H,4-5H2/t12-,13+,23-,27+,37+,38-,39-,40+,46+/m0/s1
• InChI Key: GCEXRPOQEVIITL-KXGBOMGTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₃₄O₃₀
• Molecular Weight: 1066.70 g/mol
• Exact Mass: 1066.11348966 g/mol
• Topological Polar Surface Area (TPSA): 525.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.83
• H-Bond Acceptor: 30
• H-Bond Donor: 19
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6160	61.60%
Caco-2	-	0.8881	88.81%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6386	63.86%
OATP2B1 inhibitior	-	0.7138	71.38%
OATP1B1 inhibitior	+	0.8046	80.46%
OATP1B3 inhibitior	+	0.9695	96.95%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8143	81.43%
P-glycoprotein inhibitior	+	0.6975	69.75%
P-glycoprotein substrate	-	0.5189	51.89%
CYP3A4 substrate	+	0.6524	65.24%
CYP2C9 substrate	-	0.8061	80.61%
CYP2D6 substrate	-	0.8566	85.66%
CYP3A4 inhibition	-	0.8916	89.16%
CYP2C9 inhibition	-	0.8741	87.41%
CYP2C19 inhibition	-	0.8509	85.09%
CYP2D6 inhibition	-	0.9510	95.10%
CYP1A2 inhibition	-	0.9263	92.63%
CYP2C8 inhibition	+	0.5564	55.64%
CYP inhibitory promiscuity	-	0.8750	87.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6115	61.15%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8972	89.72%
Skin irritation	-	0.8137	81.37%
Skin corrosion	-	0.9459	94.59%
Ames mutagenesis	-	0.5208	52.08%
Human Ether-a-go-go-Related Gene inhibition	+	0.7559	75.59%
Micronuclear	+	0.6833	68.33%
Hepatotoxicity	-	0.5540	55.40%
skin sensitisation	-	0.8830	88.30%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.5970	59.70%
Acute Oral Toxicity (c)	III	0.4192	41.92%
Estrogen receptor binding	+	0.8218	82.18%
Androgen receptor binding	+	0.7329	73.29%
Thyroid receptor binding	+	0.5180	51.80%
Glucocorticoid receptor binding	+	0.5398	53.98%
Aromatase binding	+	0.5835	58.35%
PPAR gamma	+	0.7752	77.52%
Honey bee toxicity	-	0.6480	64.80%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8721	87.21%

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	99.58%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.70%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.91%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.86%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.08%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.38%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.42%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	87.18%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.90%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.40%	96.61%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.35%	96.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.19%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.72%	97.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.44%	91.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.93%	99.15%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.18%	93.03%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.18%	95.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.40%	86.33%
CHEMBL4530	P00488	Coagulation factor XIII	82.07%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.72%	92.62%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.52%	96.00%

Plants that contains it

• Terminalia catappa

Cross-Links

• PubChem: 163193624
• LOTUS: LTS0187922
• wikiData: Q104917314