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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-methoxydeca-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 70a9d47c-e1d1-49c6-ac13-1a094ddf67ac
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-methoxydeca-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)OC)(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)OC)(C)C)OC)OCO2)O)OC)C
InChI InChI=1S/C32H49NO11/c1-19-17-32(40-8,44-21(3)20(19)2)27(36)29(37)33-30-26-25(41-18-42-30)28(39-7)31(4,5)23(43-26)16-22(38-6)14-12-10-9-11-13-15-24(34)35/h9,11-15,20-23,25-28,30,36H,1,10,16-18H2,2-8H3,(H,33,37)(H,34,35)/b11-9+,14-12+,15-13+/t20-,21-,22-,23-,25+,26-,27-,28-,30+,32-/m1/s1
InChI Key PSOMSXIQCPHRCJ-HIXQHMBUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H49NO11
Molecular Weight 623.70 g/mol
Exact Mass 623.33056138 g/mol
Topological Polar Surface Area (TPSA) 151.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.86
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 13

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-methoxydeca-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 + 0.5957 59.57%
Caco-2 - 0.8454 84.54%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6019 60.19%
OATP2B1 inhibitior - 0.8588 85.88%
OATP1B1 inhibitior + 0.8110 81.10%
OATP1B3 inhibitior + 0.9143 91.43%
MATE1 inhibitior - 0.9446 94.46%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.7819 78.19%
P-glycoprotein inhibitior + 0.7313 73.13%
P-glycoprotein substrate + 0.6911 69.11%
CYP3A4 substrate + 0.7087 70.87%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8838 88.38%
CYP3A4 inhibition - 0.7535 75.35%
CYP2C9 inhibition - 0.8367 83.67%
CYP2C19 inhibition - 0.8600 86.00%
CYP2D6 inhibition - 0.9326 93.26%
CYP1A2 inhibition - 0.8408 84.08%
CYP2C8 inhibition + 0.7275 72.75%
CYP inhibitory promiscuity - 0.7850 78.50%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6087 60.87%
Eye corrosion - 0.9859 98.59%
Eye irritation - 0.9235 92.35%
Skin irritation - 0.7557 75.57%
Skin corrosion - 0.9319 93.19%
Ames mutagenesis - 0.5454 54.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7159 71.59%
Micronuclear + 0.7600 76.00%
Hepatotoxicity + 0.5875 58.75%
skin sensitisation - 0.8341 83.41%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.5780 57.80%
Acute Oral Toxicity (c) III 0.6012 60.12%
Estrogen receptor binding + 0.7103 71.03%
Androgen receptor binding + 0.6770 67.70%
Thyroid receptor binding + 0.5333 53.33%
Glucocorticoid receptor binding + 0.7845 78.45%
Aromatase binding + 0.6656 66.56%
PPAR gamma + 0.7565 75.65%
Honey bee toxicity - 0.6172 61.72%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9148 91.48%

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 99.26% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 97.01% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.76% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.23% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.75% 86.33%
CHEMBL2581 P07339 Cathepsin D 89.74% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.70% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 87.38% 91.19%
CHEMBL3401 O75469 Pregnane X receptor 85.96% 94.73%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.55% 92.88%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.24% 96.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.62% 98.75%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.70% 91.24%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.39% 95.50%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.15% 89.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.16% 95.89%
CHEMBL5028 O14672 ADAM10 81.05% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.46% 95.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.29% 94.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.27% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.24% 100.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.05% 95.71%

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 138319184
LOTUS LTS0257351
wikiData Q105214297