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(3S,8R,9S,10R,12S,13S,14R,16R,17R)-10,13-dimethyl-17-[(1S)-1-[(2R,5S)-5-methylpiperidin-2-yl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12,16-triol

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 7fc4a536-b7e3-4b02-82eb-82b89f8f716d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > 22,26-epiminocholestanes
IUPAC Name (3S,8R,9S,10R,12S,13S,14R,16R,17R)-10,13-dimethyl-17-[(1S)-1-[(2R,5S)-5-methylpiperidin-2-yl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12,16-triol
SMILES (Canonical) CC1CCC(NC1)C(C)C2C(CC3C2(C(CC4C3CC=C5C4(CCC(C5)O)C)O)C)O
SMILES (Isomeric) C[C@H]1CC[C@@H](NC1)[C@@H](C)[C@H]2[C@@H](C[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)O
InChI InChI=1S/C27H45NO3/c1-15-5-8-22(28-14-15)16(2)25-23(30)12-21-19-7-6-17-11-18(29)9-10-26(17,3)20(19)13-24(31)27(21,25)4/h6,15-16,18-25,28-31H,5,7-14H2,1-4H3/t15-,16+,18-,19+,20-,21+,22+,23+,24-,25-,26-,27+/m0/s1
InChI Key PXQFHWPNHJMPKN-WOCWSCBUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H45NO3
Molecular Weight 431.70 g/mol
Exact Mass 431.33994430 g/mol
Topological Polar Surface Area (TPSA) 72.70 Ų
XlogP 3.80
Atomic LogP (AlogP) 3.89
H-Bond Acceptor 4
H-Bond Donor 4
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,13S,14R,16R,17R)-10,13-dimethyl-17-[(1S)-1-[(2R,5S)-5-methylpiperidin-2-yl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12,16-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9936 99.36%
Caco-2 - 0.6992 69.92%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.4757 47.57%
OATP2B1 inhibitior - 0.5796 57.96%
OATP1B1 inhibitior + 0.9095 90.95%
OATP1B3 inhibitior + 0.9623 96.23%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5311 53.11%
BSEP inhibitior + 0.7402 74.02%
P-glycoprotein inhibitior - 0.6153 61.53%
P-glycoprotein substrate + 0.7327 73.27%
CYP3A4 substrate + 0.6820 68.20%
CYP2C9 substrate - 0.8086 80.86%
CYP2D6 substrate + 0.5114 51.14%
CYP3A4 inhibition - 0.9038 90.38%
CYP2C9 inhibition - 0.8918 89.18%
CYP2C19 inhibition - 0.9344 93.44%
CYP2D6 inhibition - 0.7991 79.91%
CYP1A2 inhibition - 0.9273 92.73%
CYP2C8 inhibition + 0.6078 60.78%
CYP inhibitory promiscuity - 0.9006 90.06%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5820 58.20%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.9694 96.94%
Skin irritation - 0.6245 62.45%
Skin corrosion - 0.8942 89.42%
Ames mutagenesis - 0.7488 74.88%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.5430 54.30%
skin sensitisation - 0.7989 79.89%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.8622 86.22%
Acute Oral Toxicity (c) III 0.6404 64.04%
Estrogen receptor binding + 0.6008 60.08%
Androgen receptor binding + 0.7035 70.35%
Thyroid receptor binding + 0.6629 66.29%
Glucocorticoid receptor binding + 0.6984 69.84%
Aromatase binding + 0.6217 62.17%
PPAR gamma + 0.5484 54.84%
Honey bee toxicity - 0.7804 78.04%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.6959 69.59%

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 97.60% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.24% 97.09%
CHEMBL4072 P07858 Cathepsin B 93.63% 93.67%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.46% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.25% 95.93%
CHEMBL2581 P07339 Cathepsin D 92.92% 98.95%
CHEMBL238 Q01959 Dopamine transporter 92.09% 95.88%
CHEMBL1937 Q92769 Histone deacetylase 2 91.59% 94.75%
CHEMBL221 P23219 Cyclooxygenase-1 91.08% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.46% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.76% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.13% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 87.65% 97.79%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.24% 93.56%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 86.52% 89.05%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.41% 91.11%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 86.25% 95.58%
CHEMBL1914 P06276 Butyrylcholinesterase 85.15% 95.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.02% 90.71%
CHEMBL299 P17252 Protein kinase C alpha 82.41% 98.03%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.30% 100.00%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 81.01% 97.23%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.78% 95.00%
CHEMBL242 Q92731 Estrogen receptor beta 80.45% 98.35%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.20% 95.89%

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 grandiflorum

Cross-Links

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PubChem 163097419
LOTUS LTS0118802
wikiData Q105216331