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(1S,2S,4R,5S,10R,11S,14R,15R,18S)-5,10,14-trimethyl-15-[(1S)-1-[(2R,4R,5R,6S)-4,5,6-trihydroxy-4,5-dimethyloxan-2-yl]ethyl]-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 6542faf1-b9c4-4a97-bc16-f0c5672b813c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids
IUPAC Name (1S,2S,4R,5S,10R,11S,14R,15R,18S)-5,10,14-trimethyl-15-[(1S)-1-[(2R,4R,5R,6S)-4,5,6-trihydroxy-4,5-dimethyloxan-2-yl]ethyl]-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-9-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H44O6/c1-15(19-14-27(4,32)29(6,33)24(31)34-19)16-9-10-17-21-18(11-13-25(16,17)2)28(5)20(30)8-7-12-26(28,3)23-22(21)35-23/h7-8,15-19,21-24,31-33H,9-14H2,1-6H3/t15-,16+,17-,18-,19+,21-,22-,23-,24-,25+,26+,27+,28-,29-/m0/s1
InChI Key KPBVVXMQPMNEMP-HHWFDCDPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H44O6
Molecular Weight 488.70 g/mol
Exact Mass 488.31378912 g/mol
Topological Polar Surface Area (TPSA) 99.50 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.61
H-Bond Acceptor 6
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,4R,5S,10R,11S,14R,15R,18S)-5,10,14-trimethyl-15-[(1S)-1-[(2R,4R,5R,6S)-4,5,6-trihydroxy-4,5-dimethyloxan-2-yl]ethyl]-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 + 0.8188 81.88%
Caco-2 - 0.6919 69.19%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.5821 58.21%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8567 85.67%
OATP1B3 inhibitior + 0.9133 91.33%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7571 75.71%
BSEP inhibitior + 0.6510 65.10%
P-glycoprotein inhibitior + 0.5943 59.43%
P-glycoprotein substrate - 0.5478 54.78%
CYP3A4 substrate + 0.7322 73.22%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8801 88.01%
CYP3A4 inhibition - 0.8316 83.16%
CYP2C9 inhibition - 0.8797 87.97%
CYP2C19 inhibition - 0.8647 86.47%
CYP2D6 inhibition - 0.9530 95.30%
CYP1A2 inhibition - 0.7599 75.99%
CYP2C8 inhibition - 0.5789 57.89%
CYP inhibitory promiscuity - 0.9837 98.37%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6160 61.60%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9594 95.94%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9033 90.33%
Ames mutagenesis - 0.5070 50.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8130 81.30%
Micronuclear - 0.7300 73.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.8414 84.14%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.7248 72.48%
Acute Oral Toxicity (c) I 0.3248 32.48%
Estrogen receptor binding + 0.7398 73.98%
Androgen receptor binding + 0.7368 73.68%
Thyroid receptor binding + 0.6340 63.40%
Glucocorticoid receptor binding + 0.7222 72.22%
Aromatase binding + 0.6960 69.60%
PPAR gamma + 0.6039 60.39%
Honey bee toxicity - 0.7983 79.83%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9531 95.31%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.75% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.04% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 94.04% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.46% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.02% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.89% 97.25%
CHEMBL2581 P07339 Cathepsin D 92.81% 98.95%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 92.63% 90.71%
CHEMBL1937 Q92769 Histone deacetylase 2 90.48% 94.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.40% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.85% 95.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.48% 93.04%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.94% 96.61%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.37% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.11% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.59% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.52% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.12% 86.33%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 84.01% 80.96%
CHEMBL1871 P10275 Androgen Receptor 83.90% 96.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.70% 97.09%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.02% 85.31%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.86% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.83% 92.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.44% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 80.57% 95.93%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.41% 100.00%

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 163193153
LOTUS LTS0151183
wikiData Q105144101