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(1S,2S,4S,5R,10R,11S,14R,15R,18S)-15-[(1S)-1-[(2R,4R,5R)-4,5-dihydroxy-4,5-dimethyl-6-oxooxan-2-yl]ethyl]-5-hydroxy-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 0d68f1ec-5110-4bd6-9ce3-952b71de2dc6
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (1S,2S,4S,5R,10R,11S,14R,15R,18S)-15-[(1S)-1-[(2R,4R,5R)-4,5-dihydroxy-4,5-dimethyl-6-oxooxan-2-yl]ethyl]-5-hydroxy-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)C6CC(C(C(=O)O6)(C)O)(C)O
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@@]([C@@](C(=O)O6)(C)O)(C)O
InChI InChI=1S/C28H40O7/c1-14(18-13-25(3,31)27(5,32)23(30)34-18)15-8-9-16-20-17(10-12-24(15,16)2)26(4)19(29)7-6-11-28(26,33)22-21(20)35-22/h6-7,14-18,20-22,31-33H,8-13H2,1-5H3/t14-,15+,16-,17-,18+,20-,21-,22-,24+,25+,26-,27-,28-/m0/s1
InChI Key LCSLLLZIEJBJQH-VTNPAEMJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H40O7
Molecular Weight 488.60 g/mol
Exact Mass 488.27740361 g/mol
Topological Polar Surface Area (TPSA) 117.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.55
H-Bond Acceptor 7
H-Bond Donor 3
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)-15-[(1S)-1-[(2R,4R,5R)-4,5-dihydroxy-4,5-dimethyl-6-oxooxan-2-yl]ethyl]-5-hydroxy-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 + 0.8746 87.46%
Caco-2 - 0.6968 69.68%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6855 68.55%
OATP2B1 inhibitior - 0.8621 86.21%
OATP1B1 inhibitior + 0.8911 89.11%
OATP1B3 inhibitior + 0.8455 84.55%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7321 73.21%
BSEP inhibitior + 0.8259 82.59%
P-glycoprotein inhibitior + 0.6623 66.23%
P-glycoprotein substrate - 0.5132 51.32%
CYP3A4 substrate + 0.7109 71.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8993 89.93%
CYP3A4 inhibition - 0.7243 72.43%
CYP2C9 inhibition - 0.8828 88.28%
CYP2C19 inhibition - 0.8569 85.69%
CYP2D6 inhibition - 0.9612 96.12%
CYP1A2 inhibition - 0.7485 74.85%
CYP2C8 inhibition - 0.6805 68.05%
CYP inhibitory promiscuity - 0.9919 99.19%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5890 58.90%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9505 95.05%
Skin irritation + 0.5099 50.99%
Skin corrosion - 0.8886 88.86%
Ames mutagenesis - 0.6414 64.14%
Human Ether-a-go-go-Related Gene inhibition + 0.6981 69.81%
Micronuclear - 0.7200 72.00%
Hepatotoxicity + 0.6718 67.18%
skin sensitisation - 0.8554 85.54%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.5571 55.71%
Acute Oral Toxicity (c) I 0.3945 39.45%
Estrogen receptor binding + 0.8034 80.34%
Androgen receptor binding + 0.7452 74.52%
Thyroid receptor binding + 0.6503 65.03%
Glucocorticoid receptor binding + 0.7935 79.35%
Aromatase binding + 0.7301 73.01%
PPAR gamma + 0.6479 64.79%
Honey bee toxicity - 0.7925 79.25%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9727 97.27%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.26% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.38% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.99% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.66% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.72% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.53% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.48% 97.14%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.15% 96.61%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.91% 93.04%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.50% 97.09%
CHEMBL1871 P10275 Androgen Receptor 86.39% 96.43%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.61% 96.77%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.49% 99.23%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 84.35% 93.40%
CHEMBL1937 Q92769 Histone deacetylase 2 84.08% 94.75%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 83.26% 80.96%
CHEMBL221 P23219 Cyclooxygenase-1 83.12% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.46% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.60% 92.62%
CHEMBL4208 P20618 Proteasome component C5 81.16% 90.00%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 81.00% 83.10%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.21% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.11% 100.00%
CHEMBL2581 P07339 Cathepsin D 80.08% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.01% 86.33%

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.
Mandragora officinarum

Cross-Links

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PubChem 162933196
LOTUS LTS0025889
wikiData Q105149969