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(3R,8R,9S,10S,14S,16S,17R)-10,17-dimethyl-17-[(1S)-1-[(2S,5S)-5-methylpiperidin-2-yl]ethyl]-2,3,4,7,8,9,11,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,16-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 212d300a-ec22-4edf-b600-aad72d71bd39
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 16-hydroxysteroids
IUPAC Name (3R,8R,9S,10S,14S,16S,17R)-10,17-dimethyl-17-[(1S)-1-[(2S,5S)-5-methylpiperidin-2-yl]ethyl]-2,3,4,7,8,9,11,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,16-diol
SMILES (Canonical) CC1CCC(NC1)C(C)C2(C(CC3C2=CCC4C3CC=C5C4(CCC(C5)O)C)O)C
SMILES (Isomeric) C[C@H]1CC[C@H](NC1)[C@@H](C)[C@]2([C@H](C[C@@H]3C2=CC[C@H]4[C@H]3CC=C5[C@]4(CC[C@H](C5)O)C)O)C
InChI InChI=1S/C27H43NO2/c1-16-5-10-24(28-15-16)17(2)27(4)23-9-8-22-20(21(23)14-25(27)30)7-6-18-13-19(29)11-12-26(18,22)3/h6,9,16-17,19-22,24-25,28-30H,5,7-8,10-15H2,1-4H3/t16-,17+,19+,20-,21-,22-,24-,25-,26+,27+/m0/s1
InChI Key DMLNDBOUFBIGIL-YDIDKTJNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H43NO2
Molecular Weight 413.60 g/mol
Exact Mass 413.329379614 g/mol
Topological Polar Surface Area (TPSA) 52.50 Ų
XlogP 4.20
Atomic LogP (AlogP) 4.84
H-Bond Acceptor 3
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 (3R,8R,9S,10S,14S,16S,17R)-10,17-dimethyl-17-[(1S)-1-[(2S,5S)-5-methylpiperidin-2-yl]ethyl]-2,3,4,7,8,9,11,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,16-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9946 99.46%
Caco-2 - 0.5251 52.51%
Blood Brain Barrier + 0.6879 68.79%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Lysosomes 0.4699 46.99%
OATP2B1 inhibitior - 0.7192 71.92%
OATP1B1 inhibitior + 0.8936 89.36%
OATP1B3 inhibitior + 0.9625 96.25%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior + 0.8208 82.08%
P-glycoprotein inhibitior - 0.6081 60.81%
P-glycoprotein substrate + 0.6662 66.62%
CYP3A4 substrate + 0.6810 68.10%
CYP2C9 substrate - 0.8086 80.86%
CYP2D6 substrate + 0.5114 51.14%
CYP3A4 inhibition - 0.8665 86.65%
CYP2C9 inhibition - 0.8943 89.43%
CYP2C19 inhibition - 0.9225 92.25%
CYP2D6 inhibition - 0.7487 74.87%
CYP1A2 inhibition - 0.9224 92.24%
CYP2C8 inhibition + 0.6320 63.20%
CYP inhibitory promiscuity - 0.8933 89.33%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5526 55.26%
Eye corrosion - 0.9862 98.62%
Eye irritation - 0.9786 97.86%
Skin irritation - 0.6292 62.92%
Skin corrosion - 0.8795 87.95%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7728 77.28%
Micronuclear - 0.7000 70.00%
Hepatotoxicity + 0.5305 53.05%
skin sensitisation - 0.7852 78.52%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7933 79.33%
Acute Oral Toxicity (c) III 0.6773 67.73%
Estrogen receptor binding + 0.6745 67.45%
Androgen receptor binding + 0.7347 73.47%
Thyroid receptor binding + 0.6396 63.96%
Glucocorticoid receptor binding + 0.7800 78.00%
Aromatase binding + 0.6401 64.01%
PPAR gamma - 0.5429 54.29%
Honey bee toxicity - 0.7732 77.32%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity - 0.3903 39.03%

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 98.18% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.03% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.55% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.76% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.15% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 90.88% 89.05%
CHEMBL1937 Q92769 Histone deacetylase 2 90.82% 94.75%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.54% 90.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.47% 94.45%
CHEMBL2581 P07339 Cathepsin D 88.99% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.47% 82.69%
CHEMBL238 Q01959 Dopamine transporter 87.02% 95.88%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.88% 85.14%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.61% 93.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.09% 95.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.81% 96.95%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.43% 85.31%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 82.05% 95.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.75% 91.03%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.03% 97.21%
CHEMBL2996 Q05655 Protein kinase C delta 80.58% 97.79%

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.
Veratrum lobelianum

Cross-Links

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PubChem 162947407
LOTUS LTS0252925
wikiData Q104985156