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[(1S,2S,4S,5R,10R,11S,14S,15Z,16S,18S)-15-[1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethylidene]-5-hydroxy-10,14-dimethyl-9-oxo-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-16-yl] acetate

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 f1c49b24-f74b-4167-a6de-89c9cec06bcf
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
IUPAC Name [(1S,2S,4S,5R,10R,11S,14S,15Z,16S,18S)-15-[1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethylidene]-5-hydroxy-10,14-dimethyl-9-oxo-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-16-yl] acetate
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(=C2C(CC3C2(CCC4C3C5C(O5)C6(C4(C(=O)C=CC6)C)O)C)OC(=O)C)C)C
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)/C(=C/2\[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3[C@H]5[C@H](O5)[C@@]6([C@@]4(C(=O)C=CC6)C)O)C)OC(=O)C)/C)C
InChI InChI=1S/C30H38O7/c1-14-12-20(36-27(33)15(14)2)16(3)24-21(35-17(4)31)13-19-23-18(9-11-28(19,24)5)29(6)22(32)8-7-10-30(29,34)26-25(23)37-26/h7-8,18-21,23,25-26,34H,9-13H2,1-6H3/b24-16+/t18-,19-,20+,21-,23+,25-,26-,28-,29-,30-/m0/s1
InChI Key LNGNKHSYFSLHKD-CZVCFZMLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H38O7
Molecular Weight 510.60 g/mol
Exact Mass 510.26175355 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.99
H-Bond Acceptor 7
H-Bond Donor 1
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,14S,15Z,16S,18S)-15-[1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethylidene]-5-hydroxy-10,14-dimethyl-9-oxo-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-16-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9573 95.73%
Caco-2 - 0.6446 64.46%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6956 69.56%
OATP2B1 inhibitior - 0.7252 72.52%
OATP1B1 inhibitior + 0.8592 85.92%
OATP1B3 inhibitior + 0.9209 92.09%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7771 77.71%
BSEP inhibitior + 0.9816 98.16%
P-glycoprotein inhibitior + 0.8445 84.45%
P-glycoprotein substrate + 0.5625 56.25%
CYP3A4 substrate + 0.7263 72.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9108 91.08%
CYP3A4 inhibition - 0.7564 75.64%
CYP2C9 inhibition - 0.8761 87.61%
CYP2C19 inhibition - 0.8963 89.63%
CYP2D6 inhibition - 0.9470 94.70%
CYP1A2 inhibition - 0.6770 67.70%
CYP2C8 inhibition + 0.6772 67.72%
CYP inhibitory promiscuity - 0.9631 96.31%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5934 59.34%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9371 93.71%
Skin irritation + 0.5618 56.18%
Skin corrosion - 0.9079 90.79%
Ames mutagenesis - 0.6253 62.53%
Human Ether-a-go-go-Related Gene inhibition - 0.3747 37.47%
Micronuclear - 0.5900 59.00%
Hepatotoxicity + 0.6961 69.61%
skin sensitisation - 0.8276 82.76%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.7160 71.60%
Acute Oral Toxicity (c) I 0.3750 37.50%
Estrogen receptor binding + 0.8397 83.97%
Androgen receptor binding + 0.7458 74.58%
Thyroid receptor binding + 0.5707 57.07%
Glucocorticoid receptor binding + 0.8166 81.66%
Aromatase binding + 0.7449 74.49%
PPAR gamma + 0.7679 76.79%
Honey bee toxicity - 0.7674 76.74%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9766 97.66%

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 98.50% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.06% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 95.05% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.36% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.76% 85.14%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 91.77% 94.80%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.56% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.53% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.44% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.77% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.84% 97.14%
CHEMBL1871 P10275 Androgen Receptor 86.58% 96.43%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.97% 93.04%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.42% 92.62%
CHEMBL340 P08684 Cytochrome P450 3A4 85.12% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.99% 95.89%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.48% 97.21%
CHEMBL2581 P07339 Cathepsin D 83.74% 98.95%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 82.91% 96.00%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 82.81% 96.39%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.08% 94.00%
CHEMBL2996 Q05655 Protein kinase C delta 81.60% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.14% 97.09%

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.
Withania somnifera

Cross-Links

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PubChem 131676090
LOTUS LTS0021394
wikiData Q105154329