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(3R)-4-[(1S,6R,8S,13R)-1-acetyloxy-6-(carboxymethyl)-10,15,20,22-tetrahydroxy-8-methyl-12,17,18-trioxo-7-oxahexacyclo[11.10.1.02,11.04,9.014,23.016,21]tetracosa-2(11),3,9,14(23),15,19,21-heptaen-19-yl]-3-hydroxybutanoic 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 229838be-c22b-40bf-81ff-3fda6f329f97
Taxonomy Lignans, neolignans and related compounds
IUPAC Name (3R)-4-[(1S,6R,8S,13R)-1-acetyloxy-6-(carboxymethyl)-10,15,20,22-tetrahydroxy-8-methyl-12,17,18-trioxo-7-oxahexacyclo[11.10.1.02,11.04,9.014,23.016,21]tetracosa-2(11),3,9,14(23),15,19,21-heptaen-19-yl]-3-hydroxybutanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H28O15/c1-9-19-11(3-13(46-9)7-18(37)38)4-16-21(28(19)42)26(40)15-8-32(16,47-10(2)33)24-20(15)29(43)23-22(30(24)44)25(39)14(27(41)31(23)45)5-12(34)6-17(35)36/h4,9,12-13,15,34,39,42-44H,3,5-8H2,1-2H3,(H,35,36)(H,37,38)/t9-,12+,13+,15+,32-/m0/s1
InChI Key XNQFOHPWNSELEQ-VEWXQKTCSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H28O15
Molecular Weight 652.60 g/mol
Exact Mass 652.14282018 g/mol
Topological Polar Surface Area (TPSA) 262.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 2.03
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R)-4-[(1S,6R,8S,13R)-1-acetyloxy-6-(carboxymethyl)-10,15,20,22-tetrahydroxy-8-methyl-12,17,18-trioxo-7-oxahexacyclo[11.10.1.02,11.04,9.014,23.016,21]tetracosa-2(11),3,9,14(23),15,19,21-heptaen-19-yl]-3-hydroxybutanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9012 90.12%
Caco-2 - 0.8340 83.40%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.4967 49.67%
OATP2B1 inhibitior - 0.7200 72.00%
OATP1B1 inhibitior + 0.8287 82.87%
OATP1B3 inhibitior + 0.9107 91.07%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9020 90.20%
P-glycoprotein inhibitior + 0.6460 64.60%
P-glycoprotein substrate + 0.6664 66.64%
CYP3A4 substrate + 0.6884 68.84%
CYP2C9 substrate - 0.5907 59.07%
CYP2D6 substrate - 0.8785 87.85%
CYP3A4 inhibition - 0.7856 78.56%
CYP2C9 inhibition - 0.5658 56.58%
CYP2C19 inhibition - 0.6843 68.43%
CYP2D6 inhibition - 0.8621 86.21%
CYP1A2 inhibition - 0.7335 73.35%
CYP2C8 inhibition + 0.5736 57.36%
CYP inhibitory promiscuity - 0.5683 56.83%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5537 55.37%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.8935 89.35%
Skin irritation - 0.7169 71.69%
Skin corrosion - 0.9187 91.87%
Ames mutagenesis + 0.5518 55.18%
Human Ether-a-go-go-Related Gene inhibition + 0.7509 75.09%
Micronuclear + 0.6559 65.59%
Hepatotoxicity - 0.6330 63.30%
skin sensitisation - 0.7751 77.51%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.8225 82.25%
Acute Oral Toxicity (c) I 0.4678 46.78%
Estrogen receptor binding + 0.8449 84.49%
Androgen receptor binding + 0.7519 75.19%
Thyroid receptor binding - 0.5518 55.18%
Glucocorticoid receptor binding + 0.7966 79.66%
Aromatase binding + 0.7134 71.34%
PPAR gamma + 0.6121 61.21%
Honey bee toxicity - 0.7695 76.95%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9794 97.94%

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 99.42% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.38% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.10% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.68% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.64% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.51% 89.00%
CHEMBL236 P41143 Delta opioid receptor 91.46% 99.35%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.74% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.33% 99.15%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.93% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 87.65% 94.73%
CHEMBL1907598 P05106 Integrin alpha-V/beta-3 87.50% 95.71%
CHEMBL340 P08684 Cytochrome P450 3A4 86.83% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.35% 99.17%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.64% 93.04%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.60% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.99% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.65% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.91% 95.89%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 81.56% 85.11%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 81.11% 92.68%

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.
There are no matching plants.

Cross-Links

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PubChem 101946509
LOTUS LTS0033900
wikiData Q105331905