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[12,16-dihydroxy-10,13-dimethyl-17-[1-(5-methylpiperidin-2-yl)ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-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 ddcdbeb9-188c-4702-bd36-8721295c49cd
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > 22,26-epiminocholestanes
IUPAC Name [12,16-dihydroxy-10,13-dimethyl-17-[1-(5-methylpiperidin-2-yl)ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
SMILES (Canonical) CC1CCC(NC1)C(C)C2C(CC3C2(C(CC4C3CC=C5C4(CCC(C5)OC(=O)C)C)O)C)O
SMILES (Isomeric) CC1CCC(NC1)C(C)C2C(CC3C2(C(CC4C3CC=C5C4(CCC(C5)OC(=O)C)C)O)C)O
InChI InChI=1S/C29H47NO4/c1-16-6-9-24(30-15-16)17(2)27-25(32)13-23-21-8-7-19-12-20(34-18(3)31)10-11-28(19,4)22(21)14-26(33)29(23,27)5/h7,16-17,20-27,30,32-33H,6,8-15H2,1-5H3
InChI Key BXYYWRQHTUMIRK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H47NO4
Molecular Weight 473.70 g/mol
Exact Mass 473.35050898 g/mol
Topological Polar Surface Area (TPSA) 78.80 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.46
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [12,16-dihydroxy-10,13-dimethyl-17-[1-(5-methylpiperidin-2-yl)ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-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 + 0.9832 98.32%
Caco-2 - 0.7377 73.77%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6937 69.37%
OATP2B1 inhibitior - 0.5651 56.51%
OATP1B1 inhibitior + 0.9074 90.74%
OATP1B3 inhibitior + 0.9251 92.51%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8703 87.03%
P-glycoprotein inhibitior - 0.4586 45.86%
P-glycoprotein substrate + 0.5968 59.68%
CYP3A4 substrate + 0.7143 71.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7388 73.88%
CYP3A4 inhibition - 0.9154 91.54%
CYP2C9 inhibition - 0.8660 86.60%
CYP2C19 inhibition - 0.9246 92.46%
CYP2D6 inhibition - 0.8665 86.65%
CYP1A2 inhibition - 0.8465 84.65%
CYP2C8 inhibition + 0.6072 60.72%
CYP inhibitory promiscuity - 0.8905 89.05%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6052 60.52%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9565 95.65%
Skin irritation - 0.5862 58.62%
Skin corrosion - 0.9270 92.70%
Ames mutagenesis - 0.7688 76.88%
Human Ether-a-go-go-Related Gene inhibition - 0.4638 46.38%
Micronuclear - 0.5400 54.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8374 83.74%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.7675 76.75%
Acute Oral Toxicity (c) III 0.6531 65.31%
Estrogen receptor binding + 0.6532 65.32%
Androgen receptor binding + 0.6423 64.23%
Thyroid receptor binding - 0.5243 52.43%
Glucocorticoid receptor binding + 0.6563 65.63%
Aromatase binding + 0.6430 64.30%
PPAR gamma + 0.6277 62.77%
Honey bee toxicity - 0.7358 73.58%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5755 57.55%
Fish aquatic toxicity + 0.8864 88.64%

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 98.55% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.82% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.42% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.98% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.89% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.64% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 92.70% 94.75%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.76% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.60% 100.00%
CHEMBL4072 P07858 Cathepsin B 88.34% 93.67%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 88.19% 94.08%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.65% 93.56%
CHEMBL238 Q01959 Dopamine transporter 86.99% 95.88%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.44% 96.38%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.44% 94.80%
CHEMBL340 P08684 Cytochrome P450 3A4 86.24% 91.19%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 85.47% 97.21%
CHEMBL2996 Q05655 Protein kinase C delta 85.19% 97.79%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.09% 96.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.03% 89.00%
CHEMBL255 P29275 Adenosine A2b receptor 84.33% 98.59%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.75% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.96% 89.05%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.14% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.67% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.42% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 80.10% 95.93%
CHEMBL5028 O14672 ADAM10 80.09% 97.50%

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 12299943
LOTUS LTS0195631
wikiData Q104949026