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(1S,2S,4S,5R,10R,11S,14R,15R,18S)-5-hydroxy-15-[(1S)-1-[(1S,2R,4S,6S)-2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-9-one

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 aedc32c3-4a05-430d-83ce-c7da4787db64
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids
IUPAC Name (1S,2S,4S,5R,10R,11S,14R,15R,18S)-5-hydroxy-15-[(1S)-1-[(1S,2R,4S,6S)-2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-9-one
SMILES (Canonical) CC(C1CCC2C1(CCC3C2C4C(O4)C5(C3(C(=O)C=CC5)C)O)C)C6CC7(C(O7)(C(O6)O)C)C
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2[C@H]4[C@H](O4)[C@@]5([C@@]3(C(=O)C=CC5)C)O)C)[C@@H]6C[C@]7([C@](O7)([C@@H](O6)O)C)C
InChI InChI=1S/C28H40O6/c1-14(18-13-25(3)27(5,34-25)23(30)32-18)15-8-9-16-20-17(10-12-24(15,16)2)26(4)19(29)7-6-11-28(26,31)22-21(20)33-22/h6-7,14-18,20-23,30-31H,8-13H2,1-5H3/t14-,15+,16-,17-,18-,20-,21-,22-,23+,24+,25-,26-,27+,28-/m0/s1
InChI Key WYDFSSCXUGNICP-ABWLQAJSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H40O6
Molecular Weight 472.60 g/mol
Exact Mass 472.28248899 g/mol
Topological Polar Surface Area (TPSA) 91.80 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.38
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,4S,5R,10R,11S,14R,15R,18S)-5-hydroxy-15-[(1S)-1-[(1S,2R,4S,6S)-2-hydroxy-1,6-dimethyl-3,7-dioxabicyclo[4.1.0]heptan-4-yl]ethyl]-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-9-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9324 93.24%
Caco-2 - 0.6781 67.81%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.5877 58.77%
OATP2B1 inhibitior - 0.8628 86.28%
OATP1B1 inhibitior + 0.8839 88.39%
OATP1B3 inhibitior + 0.9408 94.08%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8335 83.35%
P-glycoprotein inhibitior + 0.5899 58.99%
P-glycoprotein substrate + 0.5077 50.77%
CYP3A4 substrate + 0.7135 71.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8844 88.44%
CYP3A4 inhibition - 0.8767 87.67%
CYP2C9 inhibition - 0.9153 91.53%
CYP2C19 inhibition - 0.9014 90.14%
CYP2D6 inhibition - 0.9581 95.81%
CYP1A2 inhibition - 0.6112 61.12%
CYP2C8 inhibition - 0.6227 62.27%
CYP inhibitory promiscuity - 0.9773 97.73%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5486 54.86%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9507 95.07%
Skin irritation + 0.5544 55.44%
Skin corrosion - 0.8977 89.77%
Ames mutagenesis - 0.5697 56.97%
Human Ether-a-go-go-Related Gene inhibition - 0.3806 38.06%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5283 52.83%
skin sensitisation - 0.8344 83.44%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.6684 66.84%
Acute Oral Toxicity (c) I 0.3809 38.09%
Estrogen receptor binding + 0.7460 74.60%
Androgen receptor binding + 0.7543 75.43%
Thyroid receptor binding + 0.6232 62.32%
Glucocorticoid receptor binding + 0.7164 71.64%
Aromatase binding + 0.7226 72.26%
PPAR gamma + 0.6252 62.52%
Honey bee toxicity - 0.8169 81.69%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9494 94.94%

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 95.85% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.81% 97.25%
CHEMBL2581 P07339 Cathepsin D 94.05% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 94.03% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.63% 96.77%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.55% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.38% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.71% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.82% 97.14%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.76% 93.04%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.89% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 88.83% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.39% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.03% 90.71%
CHEMBL1937 Q92769 Histone deacetylase 2 86.10% 94.75%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.62% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.32% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.20% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.13% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.98% 86.33%
CHEMBL1871 P10275 Androgen Receptor 82.12% 96.43%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 80.82% 86.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.76% 92.62%
CHEMBL4208 P20618 Proteasome component C5 80.62% 90.00%
CHEMBL226 P30542 Adenosine A1 receptor 80.59% 95.93%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 80.34% 93.40%
CHEMBL220 P22303 Acetylcholinesterase 80.13% 94.45%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.03% 92.88%

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.
Hyoscyamus niger

Cross-Links

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PubChem 100942617
LOTUS LTS0272093
wikiData Q105322072