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(2E,4E,7E,9S)-10-[(4S,4aR,6R,8S,8aR)-4-[[(2S)-2-hydroxy-2-[(2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylideneoxan-2-yl]acetyl]amino]-8-methoxy-7,7-dimethyl-4a,6,8,8a-tetrahydro-4H-pyrano[3,2-d][1,3]dioxin-6-yl]-9-hydroxydeca-2,4,7-trienoic 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 8c04d151-e057-4e4d-ab93-6db7c7246005
Taxonomy Organoheterocyclic compounds > Pyranodioxins
IUPAC Name (2E,4E,7E,9S)-10-[(4S,4aR,6R,8S,8aR)-4-[[(2S)-2-hydroxy-2-[(2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylideneoxan-2-yl]acetyl]amino]-8-methoxy-7,7-dimethyl-4a,6,8,8a-tetrahydro-4H-pyrano[3,2-d][1,3]dioxin-6-yl]-9-hydroxydeca-2,4,7-trienoic acid
SMILES (Canonical) CC1C(OC(CC1=C)(C(C(=O)NC2C3C(C(C(C(O3)CC(C=CCC=CC=CC(=O)O)O)(C)C)OC)OCO2)O)OC)C
SMILES (Isomeric) C[C@H]1[C@H](O[C@](CC1=C)([C@@H](C(=O)N[C@@H]2[C@H]3[C@@H]([C@H](C([C@H](O3)C[C@@H](/C=C/C/C=C/C=C/C(=O)O)O)(C)C)OC)OCO2)O)OC)C
InChI InChI=1S/C31H47NO11/c1-18-16-31(39-7,43-20(3)19(18)2)26(36)28(37)32-29-25-24(40-17-41-29)27(38-6)30(4,5)22(42-25)15-21(33)13-11-9-8-10-12-14-23(34)35/h8,10-14,19-22,24-27,29,33,36H,1,9,15-17H2,2-7H3,(H,32,37)(H,34,35)/b10-8+,13-11+,14-12+/t19-,20-,21-,22-,24+,25-,26-,27-,29+,31-/m1/s1
InChI Key LMFMOBJDPHWCJT-PAVAIJQVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H47NO11
Molecular Weight 609.70 g/mol
Exact Mass 609.31491132 g/mol
Topological Polar Surface Area (TPSA) 162.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.21
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2E,4E,7E,9S)-10-[(4S,4aR,6R,8S,8aR)-4-[[(2S)-2-hydroxy-2-[(2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylideneoxan-2-yl]acetyl]amino]-8-methoxy-7,7-dimethyl-4a,6,8,8a-tetrahydro-4H-pyrano[3,2-d][1,3]dioxin-6-yl]-9-hydroxydeca-2,4,7-trienoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6545 65.45%
Caco-2 - 0.8564 85.64%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.5527 55.27%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8170 81.70%
OATP1B3 inhibitior + 0.9240 92.40%
MATE1 inhibitior - 0.9446 94.46%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.6933 69.33%
P-glycoprotein inhibitior + 0.6854 68.54%
P-glycoprotein substrate + 0.6692 66.92%
CYP3A4 substrate + 0.7028 70.28%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8838 88.38%
CYP3A4 inhibition - 0.7033 70.33%
CYP2C9 inhibition - 0.8495 84.95%
CYP2C19 inhibition - 0.8783 87.83%
CYP2D6 inhibition - 0.9318 93.18%
CYP1A2 inhibition - 0.8346 83.46%
CYP2C8 inhibition + 0.7114 71.14%
CYP inhibitory promiscuity - 0.8376 83.76%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5915 59.15%
Eye corrosion - 0.9861 98.61%
Eye irritation - 0.9280 92.80%
Skin irritation - 0.7501 75.01%
Skin corrosion - 0.9310 93.10%
Ames mutagenesis - 0.5654 56.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6610 66.10%
Micronuclear + 0.7600 76.00%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.8328 83.28%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.7219 72.19%
Acute Oral Toxicity (c) III 0.5998 59.98%
Estrogen receptor binding + 0.7044 70.44%
Androgen receptor binding + 0.6600 66.00%
Thyroid receptor binding + 0.5271 52.71%
Glucocorticoid receptor binding + 0.7590 75.90%
Aromatase binding + 0.6695 66.95%
PPAR gamma + 0.7380 73.80%
Honey bee toxicity - 0.6037 60.37%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.8853 88.53%

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 99.38% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 99.09% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.02% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.93% 94.45%
CHEMBL2581 P07339 Cathepsin D 91.64% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.57% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.67% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 89.33% 91.19%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.11% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 85.41% 94.73%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.12% 92.88%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.93% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.15% 94.33%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 82.02% 80.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.58% 91.24%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.47% 98.75%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.09% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.09% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.21% 97.14%

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 138319343
LOTUS LTS0075601
wikiData Q105153951