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(2E,4E,6E)-7-[(2R,3R,4aS,4bS,5'S,6S,7S,8R,8aS,10aR)-5'-[[(2S)-2-acetamido-2-carboxyethyl]sulfanylmethyl]-6-acetyloxy-8-hydroxy-4a,7-dimethyl-2',4,4'-trioxospiro[2,4b,5,6,7,8,8a,10a-octahydro-1H-phenanthrene-3,3'-oxolane]-2-yl]hepta-2,4,6-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 b4848cda-0881-48a1-abdc-2da9005fbd3a
Taxonomy Benzenoids > Phenanthrenes and derivatives
IUPAC Name (2E,4E,6E)-7-[(2R,3R,4aS,4bS,5'S,6S,7S,8R,8aS,10aR)-5'-[[(2S)-2-acetamido-2-carboxyethyl]sulfanylmethyl]-6-acetyloxy-8-hydroxy-4a,7-dimethyl-2',4,4'-trioxospiro[2,4b,5,6,7,8,8a,10a-octahydro-1H-phenanthrene-3,3'-oxolane]-2-yl]hepta-2,4,6-trienoic acid
SMILES (Canonical) CC1C(CC2C(C1O)C=CC3C2(C(=O)C4(C(C3)C=CC=CC=CC(=O)O)C(=O)C(OC4=O)CSCC(C(=O)O)NC(=O)C)C)OC(=O)C
SMILES (Isomeric) C[C@@H]1[C@H](C[C@H]2[C@@H]([C@H]1O)C=C[C@@H]3[C@@]2(C(=O)[C@]4([C@H](C3)/C=C/C=C/C=C/C(=O)O)C(=O)[C@H](OC4=O)CSC[C@H](C(=O)O)NC(=O)C)C)OC(=O)C
InChI InChI=1S/C34H41NO12S/c1-17-25(46-19(3)37)14-23-22(28(17)40)12-11-20-13-21(9-7-5-6-8-10-27(38)39)34(31(44)33(20,23)4)29(41)26(47-32(34)45)16-48-15-24(30(42)43)35-18(2)36/h5-12,17,20-26,28,40H,13-16H2,1-4H3,(H,35,36)(H,38,39)(H,42,43)/b6-5+,9-7+,10-8+/t17-,20+,21+,22+,23+,24-,25+,26-,28+,33+,34+/m1/s1
InChI Key PTLQDKFYOYMVQN-KELKIUHOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H41NO12S
Molecular Weight 687.80 g/mol
Exact Mass 687.23494692 g/mol
Topological Polar Surface Area (TPSA) 236.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 1.89
H-Bond Acceptor 11
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 (2E,4E,6E)-7-[(2R,3R,4aS,4bS,5'S,6S,7S,8R,8aS,10aR)-5'-[[(2S)-2-acetamido-2-carboxyethyl]sulfanylmethyl]-6-acetyloxy-8-hydroxy-4a,7-dimethyl-2',4,4'-trioxospiro[2,4b,5,6,7,8,8a,10a-octahydro-1H-phenanthrene-3,3'-oxolane]-2-yl]hepta-2,4,6-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 + 0.8623 86.23%
Caco-2 - 0.8662 86.62%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.5039 50.39%
OATP2B1 inhibitior + 0.5689 56.89%
OATP1B1 inhibitior + 0.8013 80.13%
OATP1B3 inhibitior + 0.9324 93.24%
MATE1 inhibitior - 0.9046 90.46%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8646 86.46%
P-glycoprotein inhibitior + 0.7358 73.58%
P-glycoprotein substrate + 0.7308 73.08%
CYP3A4 substrate + 0.7309 73.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8897 88.97%
CYP3A4 inhibition - 0.8288 82.88%
CYP2C9 inhibition - 0.8631 86.31%
CYP2C19 inhibition - 0.8552 85.52%
CYP2D6 inhibition - 0.9283 92.83%
CYP1A2 inhibition - 0.8643 86.43%
CYP2C8 inhibition + 0.6579 65.79%
CYP inhibitory promiscuity - 0.8139 81.39%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5442 54.42%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9237 92.37%
Skin irritation - 0.7427 74.27%
Skin corrosion - 0.9329 93.29%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4112 41.12%
Micronuclear + 0.6500 65.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.8621 86.21%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.5608 56.08%
Acute Oral Toxicity (c) III 0.4887 48.87%
Estrogen receptor binding + 0.8222 82.22%
Androgen receptor binding + 0.7122 71.22%
Thyroid receptor binding + 0.5782 57.82%
Glucocorticoid receptor binding + 0.7184 71.84%
Aromatase binding + 0.5934 59.34%
PPAR gamma + 0.7747 77.47%
Honey bee toxicity - 0.6164 61.64%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.8776 87.76%

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 97.69% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.50% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 95.03% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.74% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.56% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.03% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.91% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.27% 97.14%
CHEMBL2413 P32246 C-C chemokine receptor type 1 88.15% 89.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.55% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.97% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.68% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 85.34% 91.19%
CHEMBL5028 O14672 ADAM10 84.82% 97.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.73% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.55% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.48% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.01% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.87% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.87% 91.07%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.84% 94.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.53% 93.56%

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 162859374
LOTUS LTS0269847
wikiData Q105214717