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2-[(11R,13S)-6-[(11R,13S)-13-(carboxymethyl)-4,7-dihydroxy-11-methyl-2,9-dioxo-12,15-dioxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-6-yl]-4,7-dihydroxy-11-methyl-2,9-dioxo-12,15-dioxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-13-yl]acetic acid

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 accff180-d938-4650-8e22-a97254eee765
Taxonomy Lignans, neolignans and related compounds
IUPAC Name 2-[(11R,13S)-6-[(11R,13S)-13-(carboxymethyl)-4,7-dihydroxy-11-methyl-2,9-dioxo-12,15-dioxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-6-yl]-4,7-dihydroxy-11-methyl-2,9-dioxo-12,15-dioxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-13-yl]acetic acid
SMILES (Canonical) CC1C23C(=O)C4=C(C(=CC(=C4C(=O)C2(O3)CC(O1)CC(=O)O)O)C5=CC(=C6C(=C5O)C(=O)C78C(OC(CC7(C6=O)O8)CC(=O)O)C)O)O
SMILES (Isomeric) C[C@@H]1C23C(=O)C4=C(C(=CC(=C4C(=O)C2(O3)C[C@H](O1)CC(=O)O)O)C5=CC(=C6C(=C5O)C(=O)C78[C@H](O[C@@H](CC7(C6=O)O8)CC(=O)O)C)O)O
InChI InChI=1S/C32H26O16/c1-9-31-27(43)21-19(25(41)29(31,47-31)7-11(45-9)3-17(35)36)15(33)5-13(23(21)39)14-6-16(34)20-22(24(14)40)28(44)32-10(2)46-12(4-18(37)38)8-30(32,48-32)26(20)42/h5-6,9-12,33-34,39-40H,3-4,7-8H2,1-2H3,(H,35,36)(H,37,38)/t9-,10-,11-,12-,29?,30?,31?,32?/m1/s1
InChI Key KKYPLARUIPGGTE-XJFXXHIZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H26O16
Molecular Weight 666.50 g/mol
Exact Mass 666.12208474 g/mol
Topological Polar Surface Area (TPSA) 267.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 1.25
H-Bond Acceptor 14
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[(11R,13S)-6-[(11R,13S)-13-(carboxymethyl)-4,7-dihydroxy-11-methyl-2,9-dioxo-12,15-dioxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-6-yl]-4,7-dihydroxy-11-methyl-2,9-dioxo-12,15-dioxatetracyclo[8.4.1.01,10.03,8]pentadeca-3,5,7-trien-13-yl]acetic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8518 85.18%
Caco-2 - 0.8488 84.88%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6952 69.52%
OATP2B1 inhibitior - 0.7126 71.26%
OATP1B1 inhibitior + 0.7295 72.95%
OATP1B3 inhibitior + 0.8910 89.10%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.5396 53.96%
P-glycoprotein inhibitior + 0.7472 74.72%
P-glycoprotein substrate - 0.7016 70.16%
CYP3A4 substrate + 0.5709 57.09%
CYP2C9 substrate - 0.6029 60.29%
CYP2D6 substrate - 0.8748 87.48%
CYP3A4 inhibition - 0.7239 72.39%
CYP2C9 inhibition - 0.7295 72.95%
CYP2C19 inhibition - 0.9028 90.28%
CYP2D6 inhibition - 0.9349 93.49%
CYP1A2 inhibition - 0.9531 95.31%
CYP2C8 inhibition - 0.6807 68.07%
CYP inhibitory promiscuity - 0.9095 90.95%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5395 53.95%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9008 90.08%
Skin irritation - 0.7372 73.72%
Skin corrosion - 0.9170 91.70%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4832 48.32%
Micronuclear + 0.6959 69.59%
Hepatotoxicity - 0.6278 62.78%
skin sensitisation - 0.8510 85.10%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.8645 86.45%
Acute Oral Toxicity (c) I 0.3589 35.89%
Estrogen receptor binding + 0.7881 78.81%
Androgen receptor binding + 0.7624 76.24%
Thyroid receptor binding + 0.5444 54.44%
Glucocorticoid receptor binding + 0.6719 67.19%
Aromatase binding + 0.6645 66.45%
PPAR gamma + 0.6369 63.69%
Honey bee toxicity - 0.9604 96.04%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9275 92.75%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.11% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.64% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.46% 96.09%
CHEMBL4208 P20618 Proteasome component C5 93.43% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.93% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.72% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.39% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.79% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.82% 99.15%
CHEMBL1951 P21397 Monoamine oxidase A 86.18% 91.49%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 86.13% 85.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.89% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.06% 99.23%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 71714455
LOTUS LTS0233842
wikiData Q105142445