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[(11R,12S,13R,14S,37S,38R,40R,41S,58S)-11-formyl-4,5,6,14,20,21,22,25,26,30,31,32,46,47,48,51,52-heptadecahydroxy-9,17,35,43,55,61-hexaoxo-38,58-bis[(3,4,5-trihydroxybenzoyl)oxy]-2,10,16,28,36,39,42,56,62-nonaoxadecacyclo[38.12.5.413,27.137,41.03,8.018,23.029,34.044,49.050,54.024,60]dohexaconta-1(52),3,5,7,18,20,22,24,26,29,31,33,44,46,48,50,53,59-octadecaen-12-yl] 3,4,5-trihydroxybenzoate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 1b5931f4-3706-44d4-a0fd-ce9ec8d79220
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name [(11R,12S,13R,14S,37S,38R,40R,41S,58S)-11-formyl-4,5,6,14,20,21,22,25,26,30,31,32,46,47,48,51,52-heptadecahydroxy-9,17,35,43,55,61-hexaoxo-38,58-bis[(3,4,5-trihydroxybenzoyl)oxy]-2,10,16,28,36,39,42,56,62-nonaoxadecacyclo[38.12.5.413,27.137,41.03,8.018,23.029,34.044,49.050,54.024,60]dohexaconta-1(52),3,5,7,18,20,22,24,26,29,31,33,44,46,48,50,53,59-octadecaen-12-yl] 3,4,5-trihydroxybenzoate
SMILES (Canonical) C1C(C2C(C(OC(=O)C3=CC(=C(C(=C3OC4=C(C(=C5C(=C4)C(=O)OCC6C(C(C(C(O6)OC(=O)C7=CC(=C(C(=C7)O)O)O)OC(=O)C8=CC(=C(C(=C8OC9=C(C(=C(C(=C9)C(=O)O2)C2=C(C(=C(C=C2C(=O)O1)O)O)O)O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)OC(=O)C1=CC(=C(C(=C15)O)O)O)O)O)O)O)O)C=O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O
SMILES (Isomeric) C1[C@@H]([C@@H]2[C@@H]([C@@H](OC(=O)C3=CC(=C(C(=C3OC4=C(C(=C5C(=C4)C(=O)OC[C@@H]6[C@@H]([C@@H]([C@@H]([C@H](O6)OC(=O)C7=CC(=C(C(=C7)O)O)O)OC(=O)C8=CC(=C(C(=C8OC9=C(C(=C(C(=C9)C(=O)O2)C2=C(C(=C(C=C2C(=O)O1)O)O)O)O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)OC(=O)C1=CC(=C(C(=C15)O)O)O)O)O)O)O)O)C=O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O
InChI InChI=1S/C75H52O48/c76-13-38-62(119-66(103)16-1-25(77)44(88)26(78)2-16)61-35(87)14-112-69(106)19-7-31(83)47(91)53(97)40(19)43-22(72(109)118-61)12-37(52(96)56(43)100)115-60-24(10-34(86)50(94)58(60)102)74(111)122-65-64(121-67(104)17-3-27(79)45(89)28(80)4-17)63-39(117-75(65)123-68(105)18-5-29(81)46(90)30(82)6-18)15-113-70(107)21-11-36(114-59-23(73(110)116-38)9-33(85)49(93)57(59)101)51(95)55(99)42(21)41-20(71(108)120-63)8-32(84)48(92)54(41)98/h1-13,35,38-39,61-65,75,77-102H,14-15H2/t35-,38-,39+,61+,62+,63-,64-,65-,75+/m0/s1
InChI Key WDXFHUYTXOHJHZ-NDDSITLNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C75H52O48
Molecular Weight 1721.20 g/mol
Exact Mass 1720.1628034 g/mol
Topological Polar Surface Area (TPSA) 807.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.99
H-Bond Acceptor 48
H-Bond Donor 26
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(11R,12S,13R,14S,37S,38R,40R,41S,58S)-11-formyl-4,5,6,14,20,21,22,25,26,30,31,32,46,47,48,51,52-heptadecahydroxy-9,17,35,43,55,61-hexaoxo-38,58-bis[(3,4,5-trihydroxybenzoyl)oxy]-2,10,16,28,36,39,42,56,62-nonaoxadecacyclo[38.12.5.413,27.137,41.03,8.018,23.029,34.044,49.050,54.024,60]dohexaconta-1(52),3,5,7,18,20,22,24,26,29,31,33,44,46,48,50,53,59-octadecaen-12-yl] 3,4,5-trihydroxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6114 61.14%
Caco-2 - 0.8590 85.90%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.5076 50.76%
OATP2B1 inhibitior - 0.5774 57.74%
OATP1B1 inhibitior + 0.7424 74.24%
OATP1B3 inhibitior + 0.9167 91.67%
MATE1 inhibitior - 0.5600 56.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8614 86.14%
P-glycoprotein inhibitior + 0.7437 74.37%
P-glycoprotein substrate + 0.5748 57.48%
CYP3A4 substrate + 0.6830 68.30%
CYP2C9 substrate - 0.8037 80.37%
CYP2D6 substrate - 0.8526 85.26%
CYP3A4 inhibition - 0.9079 90.79%
CYP2C9 inhibition - 0.9360 93.60%
CYP2C19 inhibition - 0.8926 89.26%
CYP2D6 inhibition - 0.9163 91.63%
CYP1A2 inhibition - 0.8806 88.06%
CYP2C8 inhibition + 0.7428 74.28%
CYP inhibitory promiscuity - 0.9476 94.76%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6554 65.54%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.8956 89.56%
Skin irritation - 0.8170 81.70%
Skin corrosion - 0.9502 95.02%
Ames mutagenesis + 0.5246 52.46%
Human Ether-a-go-go-Related Gene inhibition + 0.7129 71.29%
Micronuclear + 0.7833 78.33%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8194 81.94%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.9073 90.73%
Acute Oral Toxicity (c) III 0.5678 56.78%
Estrogen receptor binding + 0.7060 70.60%
Androgen receptor binding + 0.7333 73.33%
Thyroid receptor binding + 0.5695 56.95%
Glucocorticoid receptor binding + 0.5656 56.56%
Aromatase binding + 0.5871 58.71%
PPAR gamma + 0.7346 73.46%
Honey bee toxicity - 0.7665 76.65%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.8258 82.58%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL1951 P21397 Monoamine oxidase A 99.63% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.07% 91.11%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 97.52% 83.57%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 94.79% 83.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.42% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.26% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.85% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.69% 95.56%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 92.37% 93.40%
CHEMBL3401 O75469 Pregnane X receptor 92.34% 94.73%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 90.28% 95.17%
CHEMBL4208 P20618 Proteasome component C5 88.57% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.26% 99.17%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 87.87% 89.34%
CHEMBL2581 P07339 Cathepsin D 87.56% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.53% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 86.83% 91.19%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.00% 94.80%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.70% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.65% 99.15%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.41% 97.09%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.68% 97.21%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.60% 100.00%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.16% 95.78%
CHEMBL3194 P02766 Transthyretin 82.15% 90.71%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.99% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.98% 92.62%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.55% 96.09%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 81.18% 80.78%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.93% 98.75%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Cuphea hyssopifolia

Cross-Links

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PubChem 154497689
LOTUS LTS0211730
wikiData Q105302754