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[(3S,8R,9S,10R,13R,14S,17S)-3-(dimethylamino)-17-[(1R)-1-(dimethylamino)ethyl]-10-methyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-13-yl]methanol

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 ccd8fa5a-c1d1-4edb-8fa2-6420aedef948
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 18-hydroxysteroids
IUPAC Name [(3S,8R,9S,10R,13R,14S,17S)-3-(dimethylamino)-17-[(1R)-1-(dimethylamino)ethyl]-10-methyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-13-yl]methanol
SMILES (Canonical) CC(C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)N(C)C)C)CO)N(C)C
SMILES (Isomeric) C[C@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)N(C)C)C)CO)N(C)C
InChI InChI=1S/C25H44N2O/c1-17(26(3)4)21-9-10-23-20-8-7-18-15-19(27(5)6)11-13-24(18,2)22(20)12-14-25(21,23)16-28/h7,17,19-23,28H,8-16H2,1-6H3/t17-,19+,20-,21-,22+,23+,24+,25+/m1/s1
InChI Key UCNIUVSOJLHWRM-IDHAOPCBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C25H44N2O
Molecular Weight 388.60 g/mol
Exact Mass 388.345364031 g/mol
Topological Polar Surface Area (TPSA) 26.70 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.42
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,8R,9S,10R,13R,14S,17S)-3-(dimethylamino)-17-[(1R)-1-(dimethylamino)ethyl]-10-methyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-13-yl]methanol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9765 97.65%
Caco-2 + 0.5796 57.96%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.3921 39.21%
OATP2B1 inhibitior - 0.8653 86.53%
OATP1B1 inhibitior + 0.9151 91.51%
OATP1B3 inhibitior + 0.9191 91.91%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior + 0.7703 77.03%
P-glycoprotein inhibitior - 0.7098 70.98%
P-glycoprotein substrate + 0.5995 59.95%
CYP3A4 substrate + 0.6773 67.73%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate + 0.4860 48.60%
CYP3A4 inhibition - 0.8504 85.04%
CYP2C9 inhibition - 0.7195 71.95%
CYP2C19 inhibition - 0.8083 80.83%
CYP2D6 inhibition - 0.7298 72.98%
CYP1A2 inhibition - 0.7806 78.06%
CYP2C8 inhibition - 0.6105 61.05%
CYP inhibitory promiscuity - 0.6661 66.61%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.6166 61.66%
Eye corrosion - 0.9671 96.71%
Eye irritation - 0.9791 97.91%
Skin irritation - 0.7153 71.53%
Skin corrosion - 0.7841 78.41%
Ames mutagenesis - 0.7744 77.44%
Human Ether-a-go-go-Related Gene inhibition - 0.4566 45.66%
Micronuclear - 0.7100 71.00%
Hepatotoxicity + 0.6116 61.16%
skin sensitisation - 0.7319 73.19%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.6965 69.65%
Acute Oral Toxicity (c) III 0.6209 62.09%
Estrogen receptor binding + 0.9040 90.40%
Androgen receptor binding + 0.7572 75.72%
Thyroid receptor binding - 0.5619 56.19%
Glucocorticoid receptor binding + 0.7498 74.98%
Aromatase binding + 0.5201 52.01%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.8208 82.08%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9801 98.01%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.95% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 97.48% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.12% 97.25%
CHEMBL2581 P07339 Cathepsin D 93.94% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.89% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.13% 97.09%
CHEMBL233 P35372 Mu opioid receptor 85.52% 97.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.51% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.95% 89.05%
CHEMBL261 P00915 Carbonic anhydrase I 83.54% 96.76%
CHEMBL2996 Q05655 Protein kinase C delta 83.49% 97.79%
CHEMBL3492 P49721 Proteasome Macropain subunit 83.37% 90.24%
CHEMBL221 P23219 Cyclooxygenase-1 82.75% 90.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.72% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.71% 95.56%
CHEMBL1871 P10275 Androgen Receptor 80.67% 96.43%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.66% 90.08%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 80.50% 96.37%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.41% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.19% 97.14%

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.
Malouetia tamaquarina

Cross-Links

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PubChem 162971839
LOTUS LTS0210509
wikiData Q105270006