(17Z)-3-(dimethylamino)-17-ethylidene-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-2,16-diol

Details

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Internal ID 970f8650-ffed-4bf3-9c4d-2569135d3e40
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Androstane steroids
IUPAC Name (17Z)-3-(dimethylamino)-17-ethylidene-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-2,16-diol
SMILES (Canonical) CC=C1C(CC2C1(CCC3C2CC=C4C3(CC(C(C4)N(C)C)O)C)C)O
SMILES (Isomeric) C/C=C/1\C(CC2C1(CCC3C2CC=C4C3(CC(C(C4)N(C)C)O)C)C)O
InChI InChI=1S/C23H37NO2/c1-6-16-20(25)12-18-15-8-7-14-11-19(24(4)5)21(26)13-23(14,3)17(15)9-10-22(16,18)2/h6-7,15,17-21,25-26H,8-13H2,1-5H3/b16-6+
InChI Key LWZNDYKDUGVSBN-OMCISZLKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H37NO2
Molecular Weight 359.50 g/mol
Exact Mass 359.282429423 g/mol
Topological Polar Surface Area (TPSA) 43.70 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.77
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (17Z)-3-(dimethylamino)-17-ethylidene-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-2,16-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9919 99.19%
Caco-2 + 0.5871 58.71%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.4646 46.46%
OATP2B1 inhibitior - 0.8677 86.77%
OATP1B1 inhibitior + 0.9236 92.36%
OATP1B3 inhibitior + 0.9463 94.63%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.6499 64.99%
P-glycoprotein inhibitior - 0.7221 72.21%
P-glycoprotein substrate + 0.6057 60.57%
CYP3A4 substrate + 0.6876 68.76%
CYP2C9 substrate - 0.8030 80.30%
CYP2D6 substrate + 0.5487 54.87%
CYP3A4 inhibition - 0.8022 80.22%
CYP2C9 inhibition - 0.7282 72.82%
CYP2C19 inhibition - 0.7143 71.43%
CYP2D6 inhibition + 0.5755 57.55%
CYP1A2 inhibition - 0.6848 68.48%
CYP2C8 inhibition - 0.5854 58.54%
CYP inhibitory promiscuity - 0.6512 65.12%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5146 51.46%
Eye corrosion - 0.9844 98.44%
Eye irritation - 0.9916 99.16%
Skin irritation - 0.6632 66.32%
Skin corrosion - 0.8629 86.29%
Ames mutagenesis - 0.8200 82.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5380 53.80%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.6430 64.30%
skin sensitisation - 0.7756 77.56%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.5981 59.81%
Acute Oral Toxicity (c) III 0.4864 48.64%
Estrogen receptor binding + 0.8829 88.29%
Androgen receptor binding + 0.7184 71.84%
Thyroid receptor binding + 0.6484 64.84%
Glucocorticoid receptor binding + 0.7924 79.24%
Aromatase binding - 0.5556 55.56%
PPAR gamma - 0.6241 62.41%
Honey bee toxicity - 0.7469 74.69%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9044 90.44%

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 97.72% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.37% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.98% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.59% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 90.26% 95.93%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 86.67% 97.33%
CHEMBL1937 Q92769 Histone deacetylase 2 85.57% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.32% 95.89%
CHEMBL1871 P10275 Androgen Receptor 84.42% 96.43%
CHEMBL1914 P06276 Butyrylcholinesterase 84.06% 95.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.38% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.25% 97.25%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.00% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 80.58% 90.17%

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.
Gentiana macrophylla
Holarrhena pubescens

Cross-Links

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PubChem 5318883
NPASS NPC250498