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Penicisteroid A

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 e762df4a-3436-4ef9-8b20-d8862436d855
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name [(3S,5S,6S,7R,8S,9S,10S,11S,13S,14S,16S,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-3,6,7,11-tetrahydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-16-yl] acetate
SMILES (Canonical) CC(C)C(C)C=CC(C)C1C(CC2C1(CC(C3C2C(C(C4C3(CCC(C4)O)C)O)O)O)C)OC(=O)C
SMILES (Isomeric) C[C@H](/C=C/[C@H](C)C(C)C)[C@H]1[C@H](C[C@@H]2[C@@]1(C[C@@H]([C@H]3[C@H]2[C@H]([C@H]([C@@H]4[C@@]3(CC[C@@H](C4)O)C)O)O)O)C)OC(=O)C
InChI InChI=1S/C30H50O6/c1-15(2)16(3)8-9-17(4)25-23(36-18(5)31)13-20-24-26(22(33)14-30(20,25)7)29(6)11-10-19(32)12-21(29)27(34)28(24)35/h8-9,15-17,19-28,32-35H,10-14H2,1-7H3/b9-8+/t16-,17+,19-,20-,21+,22-,23-,24-,25-,26-,27-,28+,29-,30-/m0/s1
InChI Key VXYHQHOVSPABTG-KJYRXAALSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H50O6
Molecular Weight 506.70 g/mol
Exact Mass 506.36073931 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 3.94
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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((3S,5S,6S,7R,8S,9S,10S,11S,13S,14S,16S,17R)-17-((E,2R,5R)-5,6-dimethylhept-3-en-2-yl)-3,6,7,11-tetrahydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta(a)phenanthren-16-yl) acetate
[(3S,5S,6S,7R,8S,9S,10S,11S,13S,14S,16S,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-3,6,7,11-tetrahydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-16-yl] acetate
RefChem:171022
CHEMBL1770666
CHEBI:209779

2D Structure

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2D Structure of Penicisteroid A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9838 98.38%
Caco-2 - 0.7287 72.87%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8371 83.71%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8639 86.39%
OATP1B3 inhibitior + 0.8384 83.84%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8571 85.71%
BSEP inhibitior + 0.5937 59.37%
P-glycoprotein inhibitior - 0.5232 52.32%
P-glycoprotein substrate - 0.5670 56.70%
CYP3A4 substrate + 0.7270 72.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8624 86.24%
CYP3A4 inhibition - 0.8082 80.82%
CYP2C9 inhibition - 0.8794 87.94%
CYP2C19 inhibition - 0.7983 79.83%
CYP2D6 inhibition - 0.9652 96.52%
CYP1A2 inhibition - 0.7636 76.36%
CYP2C8 inhibition + 0.4804 48.04%
CYP inhibitory promiscuity - 0.9619 96.19%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6769 67.69%
Eye corrosion - 0.9936 99.36%
Eye irritation - 0.9516 95.16%
Skin irritation + 0.6491 64.91%
Skin corrosion - 0.9436 94.36%
Ames mutagenesis - 0.6407 64.07%
Human Ether-a-go-go-Related Gene inhibition + 0.6720 67.20%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6339 63.39%
skin sensitisation - 0.7436 74.36%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.5708 57.08%
Acute Oral Toxicity (c) III 0.5187 51.87%
Estrogen receptor binding + 0.7147 71.47%
Androgen receptor binding + 0.6069 60.69%
Thyroid receptor binding - 0.5206 52.06%
Glucocorticoid receptor binding - 0.4748 47.48%
Aromatase binding + 0.5572 55.72%
PPAR gamma + 0.5667 56.67%
Honey bee toxicity - 0.5774 57.74%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9946 99.46%

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 97.31% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.89% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.15% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 95.28% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.45% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 93.41% 90.17%
CHEMBL226 P30542 Adenosine A1 receptor 91.76% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.38% 95.89%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.97% 96.38%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 90.95% 95.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.51% 97.09%
CHEMBL204 P00734 Thrombin 90.43% 96.01%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 90.11% 98.75%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 90.07% 97.53%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.47% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.93% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.33% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 86.66% 89.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.51% 94.08%
CHEMBL5203 P33316 dUTP pyrophosphatase 84.84% 99.18%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 84.59% 94.23%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.62% 96.77%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.53% 97.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.22% 97.25%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.15% 85.31%
CHEMBL5600 P27448 Serine/threonine-protein kinase c-TAK1 83.02% 88.81%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.89% 95.56%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 82.82% 94.97%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.38% 96.61%
CHEMBL5028 O14672 ADAM10 82.28% 97.50%
CHEMBL4588 P22894 Matrix metalloproteinase 8 82.02% 94.66%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.71% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.89% 96.47%
CHEMBL2581 P07339 Cathepsin D 80.80% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.66% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.39% 91.19%

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 54581889
LOTUS LTS0273562
wikiData Q77491278