(1R,2R,20R,37R,45S,46R,52S)-7,8,9,12,13,14,25,26,27,30,31,32,35,40,41-pentadecahydroxy-4,17,22,36,48,51-hexaoxo-3,18,21,38,47,50-hexaoxaundecacyclo[27.17.3.334,46.02,20.05,10.011,16.023,28.033,49.037,45.039,44.037,52]dopentaconta-5,7,9,11,13,15,23,25,27,29(49),30,32,34,39(44),40,42-hexadecaene-43-carboxylic acid

Details

• Internal ID: 789335f6-f117-4365-8f1f-bb7dd899b798
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: (1R,2R,20R,37R,45S,46R,52S)-7,8,9,12,13,14,25,26,27,30,31,32,35,40,41-pentadecahydroxy-4,17,22,36,48,51-hexaoxo-3,18,21,38,47,50-hexaoxaundecacyclo[27.17.3.334,46.02,20.05,10.011,16.023,28.033,49.037,45.039,44.037,52]dopentaconta-5,7,9,11,13,15,23,25,27,29(49),30,32,34,39(44),40,42-hexadecaene-43-carboxylic acid
• SMILES (Canonical): C1C2C(C3C4C5C6=C(C(=C(C=C6C(=O)O)O)O)OC57C(C(=C(C7=O)O)C8=C(C(=C(C(=C8C(=O)O3)C9=C(C(=C(C=C9C(=O)O2)O)O)O)O)O)O)C(=O)O4)OC(=O)C2=CC(=C(C(=C2C2=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]5C6=C(C(=C(C=C6C(=O)O)O)O)O[C@@]57[C@H](C(=C(C7=O)O)C8=C(C(=C(C(=C8C(=O)O3)C9=C(C(=C(C=C9C(=O)O2)O)O)O)O)O)O)C(=O)O4)OC(=O)C2=CC(=C(C(=C2C2=C(C(=C(C=C2C(=O)O1)O)O)O)O)O)O
• InChI: InChI=1S/C47H28O29/c48-10-2-7-15(29(56)25(10)52)16-8(3-11(49)26(53)30(16)57)44(68)73-36-14(5-71-42(7)66)72-43(67)9-4-12(50)27(54)31(58)17(9)19-21-20(33(60)35(62)32(19)59)22-24-46(70)74-38(39(36)75-45(21)69)23-18-6(41(64)65)1-13(51)28(55)37(18)76-47(23,24)40(63)34(22)61/h1-4,14,23-24,36,38-39,48-62H,5H2,(H,64,65)/t14-,23+,24-,36-,38-,39+,47-/m1/s1
• InChI Key: IPFQZCIOMMYBJU-YIMIIELGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₂₈O₂₉
• Molecular Weight: 1056.70 g/mol
• Exact Mass: 1056.07162485 g/mol
• Topological Polar Surface Area (TPSA): 499.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.38
• H-Bond Acceptor: 28
• H-Bond Donor: 16
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9308	93.08%
Caco-2	-	0.8819	88.19%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7702	77.02%
OATP2B1 inhibitior	-	0.7075	70.75%
OATP1B1 inhibitior	+	0.8246	82.46%
OATP1B3 inhibitior	+	0.9587	95.87%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9353	93.53%
P-glycoprotein inhibitior	+	0.7410	74.10%
P-glycoprotein substrate	+	0.5885	58.85%
CYP3A4 substrate	+	0.6508	65.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8597	85.97%
CYP3A4 inhibition	-	0.7602	76.02%
CYP2C9 inhibition	+	0.5996	59.96%
CYP2C19 inhibition	-	0.5618	56.18%
CYP2D6 inhibition	-	0.7800	78.00%
CYP1A2 inhibition	-	0.6616	66.16%
CYP2C8 inhibition	+	0.7390	73.90%
CYP inhibitory promiscuity	-	0.7095	70.95%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5212	52.12%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.8854	88.54%
Skin irritation	-	0.6960	69.60%
Skin corrosion	-	0.9198	91.98%
Ames mutagenesis	-	0.5018	50.18%
Human Ether-a-go-go-Related Gene inhibition	+	0.7889	78.89%
Micronuclear	+	0.7833	78.33%
Hepatotoxicity	+	0.6411	64.11%
skin sensitisation	-	0.7099	70.99%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6631	66.31%
Acute Oral Toxicity (c)	III	0.3926	39.26%
Estrogen receptor binding	+	0.8090	80.90%
Androgen receptor binding	+	0.7718	77.18%
Thyroid receptor binding	-	0.4908	49.08%
Glucocorticoid receptor binding	+	0.5759	57.59%
Aromatase binding	+	0.5426	54.26%
PPAR gamma	+	0.7388	73.88%
Honey bee toxicity	-	0.7070	70.70%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9756	97.56%

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	98.91%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.82%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	92.55%	93.03%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	92.50%	96.00%
CHEMBL2581	P07339	Cathepsin D	92.35%	98.95%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	88.98%	94.42%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.82%	96.38%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	88.64%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	87.37%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.67%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.39%	99.15%
CHEMBL3194	P02766	Transthyretin	84.43%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.00%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.90%	93.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.84%	91.71%
CHEMBL4530	P00488	Coagulation factor XIII	83.74%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.50%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.31%	89.00%
CHEMBL2535	P11166	Glucose transporter	81.36%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.04%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.51%	93.56%

Plants that contains it

• Castanea crenata

Cross-Links

• PubChem: 163195188
• LOTUS: LTS0014811
• wikiData: Q105117226