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Tupipregnenolone

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 a5dc8a02-cf84-4ab4-ba67-847f5dc863d4
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 20-oxosteroids
IUPAC Name 1-[(1R,3S,8S,9S,10R,13S,14S)-1,3-dihydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
SMILES (Canonical) CC(=O)C1=CCC2C1(CCC3C2CC=C4C3(C(CC(C4)O)O)C)C
SMILES (Isomeric) CC(=O)C1=CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3([C@@H](C[C@H](C4)O)O)C)C
InChI InChI=1S/C21H30O3/c1-12(22)16-6-7-17-15-5-4-13-10-14(23)11-19(24)21(13,3)18(15)8-9-20(16,17)2/h4,6,14-15,17-19,23-24H,5,7-11H2,1-3H3/t14-,15-,17-,18-,19+,20+,21-/m0/s1
InChI Key POQLDVULDKRFNY-ZCRVARCLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C21H30O3
Molecular Weight 330.50 g/mol
Exact Mass 330.21949481 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.41
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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1-((1R,3S,8S,9S,10R,13S,14S)-1,3-dihydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta(a)phenanthren-17-yl)ethanone
1-[(1R,3S,8S,9S,10R,13S,14S)-1,3-dihydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
RefChem:192560
CHEMBL457754

2D Structure

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2D Structure of Tupipregnenolone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9953 99.53%
Caco-2 + 0.6966 69.66%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.5560 55.60%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9074 90.74%
OATP1B3 inhibitior + 0.9698 96.98%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.6750 67.50%
BSEP inhibitior + 0.8785 87.85%
P-glycoprotein inhibitior - 0.7853 78.53%
P-glycoprotein substrate - 0.5907 59.07%
CYP3A4 substrate + 0.6835 68.35%
CYP2C9 substrate - 0.7411 74.11%
CYP2D6 substrate - 0.8673 86.73%
CYP3A4 inhibition - 0.8457 84.57%
CYP2C9 inhibition - 0.8440 84.40%
CYP2C19 inhibition - 0.8905 89.05%
CYP2D6 inhibition - 0.9488 94.88%
CYP1A2 inhibition - 0.7880 78.80%
CYP2C8 inhibition + 0.5556 55.56%
CYP inhibitory promiscuity - 0.7984 79.84%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4573 45.73%
Eye corrosion - 0.9937 99.37%
Eye irritation - 0.9895 98.95%
Skin irritation + 0.7035 70.35%
Skin corrosion - 0.9398 93.98%
Ames mutagenesis - 0.8300 83.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5258 52.58%
Micronuclear - 0.9000 90.00%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation - 0.7168 71.68%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.7209 72.09%
Acute Oral Toxicity (c) I 0.5239 52.39%
Estrogen receptor binding + 0.7776 77.76%
Androgen receptor binding + 0.7518 75.18%
Thyroid receptor binding + 0.7836 78.36%
Glucocorticoid receptor binding + 0.8759 87.59%
Aromatase binding + 0.6016 60.16%
PPAR gamma - 0.7475 74.75%
Honey bee toxicity - 0.7454 74.54%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9833 98.33%

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 98.58% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.25% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.11% 97.25%
CHEMBL2581 P07339 Cathepsin D 89.03% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.03% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.93% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.11% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 84.90% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.44% 95.89%
CHEMBL1871 P10275 Androgen Receptor 83.71% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.36% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.77% 91.19%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.06% 96.95%

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.
There are no matching plants.

Cross-Links

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PubChem 11823713
LOTUS LTS0033809
wikiData Q105212604