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(2S,3S,4S,6R)-6-[(1S)-1-[(3S,8R,9S,10R,13S,14S,17R)-3,17-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethoxy]-2-methyloxane-3,4-diol

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 9b068754-8b23-465e-b6e8-6f13cf08a30b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2S,3S,4S,6R)-6-[(1S)-1-[(3S,8R,9S,10R,13S,14S,17R)-3,17-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethoxy]-2-methyloxane-3,4-diol
SMILES (Canonical) CC1C(C(CC(O1)OC(C)C2(CCC3C2(CCC4C3CC=C5C4(CCC(C5)O)C)C)O)O)O
SMILES (Isomeric) C[C@H]1[C@H]([C@H](C[C@H](O1)O[C@@H](C)[C@]2(CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)O)C)C)O)O)O
InChI InChI=1S/C27H44O6/c1-15-24(30)22(29)14-23(32-15)33-16(2)27(31)12-9-21-19-6-5-17-13-18(28)7-10-25(17,3)20(19)8-11-26(21,27)4/h5,15-16,18-24,28-31H,6-14H2,1-4H3/t15-,16-,18-,19+,20-,21-,22-,23+,24+,25-,26-,27-/m0/s1
InChI Key MQSVACYEBUOKAY-AEAHGDTJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H44O6
Molecular Weight 464.60 g/mol
Exact Mass 464.31378912 g/mol
Topological Polar Surface Area (TPSA) 99.40 Ų
XlogP 2.80
Atomic LogP (AlogP) 3.30
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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39946-41-3
AKOS037515262
D85178

2D Structure

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2D Structure of (2S,3S,4S,6R)-6-[(1S)-1-[(3S,8R,9S,10R,13S,14S,17R)-3,17-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethoxy]-2-methyloxane-3,4-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9467 94.67%
Caco-2 - 0.7093 70.93%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6620 66.20%
OATP2B1 inhibitior - 0.7131 71.31%
OATP1B1 inhibitior + 0.9020 90.20%
OATP1B3 inhibitior + 0.9087 90.87%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7321 73.21%
BSEP inhibitior - 0.5099 50.99%
P-glycoprotein inhibitior - 0.6421 64.21%
P-glycoprotein substrate + 0.6894 68.94%
CYP3A4 substrate + 0.7114 71.14%
CYP2C9 substrate - 0.7878 78.78%
CYP2D6 substrate - 0.8346 83.46%
CYP3A4 inhibition - 0.8592 85.92%
CYP2C9 inhibition - 0.8816 88.16%
CYP2C19 inhibition - 0.8369 83.69%
CYP2D6 inhibition - 0.9389 93.89%
CYP1A2 inhibition - 0.6691 66.91%
CYP2C8 inhibition + 0.5977 59.77%
CYP inhibitory promiscuity - 0.9441 94.41%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5920 59.20%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9616 96.16%
Skin irritation + 0.5944 59.44%
Skin corrosion - 0.9246 92.46%
Ames mutagenesis - 0.8200 82.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6960 69.60%
Micronuclear - 0.7900 79.00%
Hepatotoxicity + 0.5875 58.75%
skin sensitisation - 0.8472 84.72%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.8298 82.98%
Acute Oral Toxicity (c) I 0.3704 37.04%
Estrogen receptor binding + 0.7179 71.79%
Androgen receptor binding + 0.7806 78.06%
Thyroid receptor binding + 0.5505 55.05%
Glucocorticoid receptor binding + 0.6535 65.35%
Aromatase binding + 0.6268 62.68%
PPAR gamma - 0.5442 54.42%
Honey bee toxicity - 0.7325 73.25%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9714 97.14%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.08% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.89% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 93.49% 95.93%
CHEMBL1914 P06276 Butyrylcholinesterase 93.37% 95.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.02% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.80% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.83% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.50% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.24% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.41% 97.14%
CHEMBL2581 P07339 Cathepsin D 85.67% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.54% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.32% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.60% 89.00%
CHEMBL2996 Q05655 Protein kinase C delta 83.55% 97.79%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.74% 97.33%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.21% 86.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.56% 93.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.16% 82.69%
CHEMBL1871 P10275 Androgen Receptor 80.76% 96.43%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.73% 95.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.30% 95.56%

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.
Periploca forrestii
Periploca sepium

Cross-Links

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PubChem 125181695
LOTUS LTS0107639
wikiData Q104394241