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2-[6-[5-[5-(4-Acetyloxypent-2-enoylamino)-3,6-dimethyloxan-2-yl]-3-methylpenta-1,3-dienyl]-4-(chloromethyl)-4,5-dihydroxyoxan-2-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 664d61c7-9a4b-4171-8f44-9f6b33322d1e
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > C-glycosyl compounds
IUPAC Name 2-[6-[5-[5-(4-acetyloxypent-2-enoylamino)-3,6-dimethyloxan-2-yl]-3-methylpenta-1,3-dienyl]-4-(chloromethyl)-4,5-dihydroxyoxan-2-yl]acetic acid
SMILES (Canonical) CC1CC(C(OC1CC=C(C)C=CC2C(C(CC(O2)CC(=O)O)(CCl)O)O)C)NC(=O)C=CC(C)OC(=O)C
SMILES (Isomeric) CC1CC(C(OC1CC=C(C)C=CC2C(C(CC(O2)CC(=O)O)(CCl)O)O)C)NC(=O)C=CC(C)OC(=O)C
InChI InChI=1S/C28H42ClNO9/c1-16(7-10-24-27(35)28(36,15-29)14-21(39-24)13-26(33)34)6-9-23-17(2)12-22(19(4)38-23)30-25(32)11-8-18(3)37-20(5)31/h6-8,10-11,17-19,21-24,27,35-36H,9,12-15H2,1-5H3,(H,30,32)(H,33,34)
InChI Key GAXKYFBEYVVCBB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H42ClNO9
Molecular Weight 572.10 g/mol
Exact Mass 571.2548096 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.65
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[6-[5-[5-(4-Acetyloxypent-2-enoylamino)-3,6-dimethyloxan-2-yl]-3-methylpenta-1,3-dienyl]-4-(chloromethyl)-4,5-dihydroxyoxan-2-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 + 0.7394 73.94%
Caco-2 - 0.8129 81.29%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.5817 58.17%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8576 85.76%
OATP1B3 inhibitior + 0.9206 92.06%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.6007 60.07%
P-glycoprotein inhibitior + 0.6602 66.02%
P-glycoprotein substrate + 0.6459 64.59%
CYP3A4 substrate + 0.7063 70.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8892 88.92%
CYP3A4 inhibition - 0.8424 84.24%
CYP2C9 inhibition - 0.8697 86.97%
CYP2C19 inhibition - 0.8205 82.05%
CYP2D6 inhibition - 0.9220 92.20%
CYP1A2 inhibition - 0.9038 90.38%
CYP2C8 inhibition + 0.6430 64.30%
CYP inhibitory promiscuity - 0.8704 87.04%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8238 82.38%
Carcinogenicity (trinary) Non-required 0.5070 50.70%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9364 93.64%
Skin irritation - 0.7192 71.92%
Skin corrosion - 0.9301 93.01%
Ames mutagenesis + 0.5630 56.30%
Human Ether-a-go-go-Related Gene inhibition - 0.4293 42.93%
Micronuclear + 0.6800 68.00%
Hepatotoxicity + 0.5948 59.48%
skin sensitisation - 0.8452 84.52%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.4762 47.62%
Acute Oral Toxicity (c) III 0.5806 58.06%
Estrogen receptor binding + 0.6639 66.39%
Androgen receptor binding + 0.5767 57.67%
Thyroid receptor binding + 0.5362 53.62%
Glucocorticoid receptor binding + 0.6492 64.92%
Aromatase binding + 0.5647 56.47%
PPAR gamma + 0.6533 65.33%
Honey bee toxicity - 0.6901 69.01%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5248 52.48%
Fish aquatic toxicity + 0.9657 96.57%

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 98.65% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.14% 96.09%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 94.11% 89.34%
CHEMBL2581 P07339 Cathepsin D 94.02% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 92.82% 90.17%
CHEMBL2413 P32246 C-C chemokine receptor type 1 91.70% 89.50%
CHEMBL3401 O75469 Pregnane X receptor 90.68% 94.73%
CHEMBL3776 Q14790 Caspase-8 89.22% 97.06%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.57% 97.14%
CHEMBL5028 O14672 ADAM10 87.37% 97.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.31% 96.77%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.15% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 86.77% 91.19%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.82% 93.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.59% 99.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.53% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.17% 95.56%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.83% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.04% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.76% 94.45%
CHEMBL5957 P21589 5'-nucleotidase 81.04% 97.78%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.02% 95.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.70% 96.61%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 80.36% 96.00%

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 78144697
LOTUS LTS0005907
wikiData Q104166963