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(2R,3S)-N-[(S)-[(2R,6S)-6-[(2S,3S)-3-[(3R)-6,8-dihydroxy-5-methyl-1-oxo-3,4-dihydroisochromen-3-yl]-2-hydroxybutyl]-5,5-dimethyl-4-oxooxan-2-yl]-methoxymethyl]-2-hydroxy-3-(hydroxymethyl)-5-methylhex-5-enamide

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 9f34bbe9-c365-43fe-b316-df2d78233558
Taxonomy Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives
IUPAC Name (2R,3S)-N-[(S)-[(2R,6S)-6-[(2S,3S)-3-[(3R)-6,8-dihydroxy-5-methyl-1-oxo-3,4-dihydroisochromen-3-yl]-2-hydroxybutyl]-5,5-dimethyl-4-oxooxan-2-yl]-methoxymethyl]-2-hydroxy-3-(hydroxymethyl)-5-methylhex-5-enamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C31H45NO11/c1-14(2)8-17(13-33)27(38)28(39)32-29(41-7)23-12-24(37)31(5,6)25(42-23)11-20(35)16(4)22-9-18-15(3)19(34)10-21(36)26(18)30(40)43-22/h10,16-17,20,22-23,25,27,29,33-36,38H,1,8-9,11-13H2,2-7H3,(H,32,39)/t16-,17-,20-,22+,23+,25-,27+,29-/m0/s1
InChI Key SBRCLRNIMCPHMP-ATOFUIETSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C31H45NO11
Molecular Weight 607.70 g/mol
Exact Mass 607.29926125 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 1.65
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S)-N-[(S)-[(2R,6S)-6-[(2S,3S)-3-[(3R)-6,8-dihydroxy-5-methyl-1-oxo-3,4-dihydroisochromen-3-yl]-2-hydroxybutyl]-5,5-dimethyl-4-oxooxan-2-yl]-methoxymethyl]-2-hydroxy-3-(hydroxymethyl)-5-methylhex-5-enamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8084 80.84%
Caco-2 - 0.8307 83.07%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.4528 45.28%
OATP2B1 inhibitior - 0.8583 85.83%
OATP1B1 inhibitior + 0.7948 79.48%
OATP1B3 inhibitior + 0.9093 90.93%
MATE1 inhibitior - 0.8446 84.46%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.6015 60.15%
P-glycoprotein inhibitior + 0.6806 68.06%
P-glycoprotein substrate + 0.7704 77.04%
CYP3A4 substrate + 0.7073 70.73%
CYP2C9 substrate - 0.5971 59.71%
CYP2D6 substrate - 0.8645 86.45%
CYP3A4 inhibition - 0.7049 70.49%
CYP2C9 inhibition - 0.7691 76.91%
CYP2C19 inhibition - 0.8194 81.94%
CYP2D6 inhibition - 0.9040 90.40%
CYP1A2 inhibition - 0.7260 72.60%
CYP2C8 inhibition + 0.6120 61.20%
CYP inhibitory promiscuity - 0.8320 83.20%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6426 64.26%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.9248 92.48%
Skin irritation - 0.7624 76.24%
Skin corrosion - 0.9333 93.33%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6664 66.64%
Micronuclear + 0.6900 69.00%
Hepatotoxicity - 0.5016 50.16%
skin sensitisation - 0.8363 83.63%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.6131 61.31%
Acute Oral Toxicity (c) III 0.6334 63.34%
Estrogen receptor binding + 0.8107 81.07%
Androgen receptor binding + 0.7017 70.17%
Thyroid receptor binding + 0.5461 54.61%
Glucocorticoid receptor binding + 0.7817 78.17%
Aromatase binding + 0.7656 76.56%
PPAR gamma + 0.6549 65.49%
Honey bee toxicity - 0.6507 65.07%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6847 68.47%
Fish aquatic toxicity + 0.9598 95.98%

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 99.61% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.84% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.25% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.98% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.91% 96.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.21% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 90.57% 91.19%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 90.18% 96.21%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.37% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 89.01% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.73% 99.17%
CHEMBL1951 P21397 Monoamine oxidase A 88.72% 91.49%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 88.62% 91.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.32% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.31% 99.23%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.94% 93.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.04% 97.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.04% 99.15%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.89% 93.56%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 83.02% 80.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.00% 97.14%
CHEMBL5028 O14672 ADAM10 81.89% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.76% 86.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.07% 96.95%
CHEMBL1255126 O15151 Protein Mdm4 80.95% 90.20%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.82% 89.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.65% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.02% 95.89%

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 162856847
LOTUS LTS0008895
wikiData Q105249630