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(3S,8R,9S,10R,12S,13R,14S,17R)-10,13-dimethyl-17-[(1S)-1-[(2S,5S)-5-methylpiperidin-2-yl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-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 8ce2fda6-5ca0-480d-b065-1640d38e8579
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > 22,26-epiminocholestanes
IUPAC Name (3S,8R,9S,10R,12S,13R,14S,17R)-10,13-dimethyl-17-[(1S)-1-[(2S,5S)-5-methylpiperidin-2-yl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol
SMILES (Canonical) CC1CCC(NC1)C(C)C2CCC3C2(C(CC4C3CC=C5C4(CCC(C5)O)C)O)C
SMILES (Isomeric) C[C@H]1CC[C@H](NC1)[C@@H](C)[C@H]2CC[C@@H]3[C@]2([C@H](C[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)O)C)O)C
InChI InChI=1S/C27H45NO2/c1-16-5-10-24(28-15-16)17(2)21-8-9-22-20-7-6-18-13-19(29)11-12-26(18,3)23(20)14-25(30)27(21,22)4/h6,16-17,19-25,28-30H,5,7-15H2,1-4H3/t16-,17-,19-,20-,21+,22-,23-,24-,25-,26-,27-/m0/s1
InChI Key XWTNAYWYYCWVTF-RLBNDFFRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H45NO2
Molecular Weight 415.70 g/mol
Exact Mass 415.345029678 g/mol
Topological Polar Surface Area (TPSA) 52.50 Ų
XlogP 5.20
Atomic LogP (AlogP) 4.92
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 (3S,8R,9S,10R,12S,13R,14S,17R)-10,13-dimethyl-17-[(1S)-1-[(2S,5S)-5-methylpiperidin-2-yl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-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 - 0.6212 62.12%
Blood Brain Barrier + 0.6879 68.79%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Lysosomes 0.4699 46.99%
OATP2B1 inhibitior - 0.5777 57.77%
OATP1B1 inhibitior + 0.9177 91.77%
OATP1B3 inhibitior + 0.9625 96.25%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior + 0.7471 74.71%
P-glycoprotein inhibitior - 0.6231 62.31%
P-glycoprotein substrate + 0.7607 76.07%
CYP3A4 substrate + 0.6946 69.46%
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 + 0.6097 60.97%
CYP inhibitory promiscuity - 0.8933 89.33%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5526 55.26%
Eye corrosion - 0.9862 98.62%
Eye irritation - 0.9705 97.05%
Skin irritation - 0.6292 62.92%
Skin corrosion - 0.8795 87.95%
Ames mutagenesis - 0.6768 67.68%
Human Ether-a-go-go-Related Gene inhibition - 0.4150 41.50%
Micronuclear - 0.7000 70.00%
Hepatotoxicity + 0.5623 56.23%
skin sensitisation - 0.7852 78.52%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7773 77.73%
Acute Oral Toxicity (c) III 0.6773 67.73%
Estrogen receptor binding + 0.6566 65.66%
Androgen receptor binding + 0.7292 72.92%
Thyroid receptor binding + 0.6913 69.13%
Glucocorticoid receptor binding + 0.7438 74.38%
Aromatase binding + 0.5796 57.96%
PPAR gamma + 0.5346 53.46%
Honey bee toxicity - 0.7453 74.53%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6000 60.00%
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 97.66% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 93.94% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.90% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.13% 96.09%
CHEMBL238 Q01959 Dopamine transporter 91.28% 95.88%
CHEMBL1937 Q92769 Histone deacetylase 2 90.89% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.46% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.81% 94.45%
CHEMBL2581 P07339 Cathepsin D 89.48% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 88.93% 97.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.49% 91.11%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.33% 90.71%
CHEMBL221 P23219 Cyclooxygenase-1 86.36% 90.17%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 85.55% 89.05%
CHEMBL4072 P07858 Cathepsin B 84.64% 93.67%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.67% 93.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.17% 93.04%
CHEMBL1871 P10275 Androgen Receptor 82.86% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.23% 95.89%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 80.16% 86.00%
CHEMBL3045 P05771 Protein kinase C beta 80.16% 97.63%

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 viride

Cross-Links

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PubChem 162936272
LOTUS LTS0149870
wikiData Q105343775