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[1,3,11-trihydroxy-10-methyl-17-(6-methyl-5-methylideneheptan-2-yl)-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-13-yl]methyl 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 c1e04649-5c44-4df0-8d7a-5ae6708f77a4
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name [1,3,11-trihydroxy-10-methyl-17-(6-methyl-5-methylideneheptan-2-yl)-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-13-yl]methyl acetate
SMILES (Canonical) CC(C)C(=C)CCC(C)C1CCC2C1(CC(C3C2CCC4C3(C(CC(C4)O)O)C)O)COC(=O)C
SMILES (Isomeric) CC(C)C(=C)CCC(C)C1CCC2C1(CC(C3C2CCC4C3(C(CC(C4)O)O)C)O)COC(=O)C
InChI InChI=1S/C30H50O5/c1-17(2)18(3)7-8-19(4)24-11-12-25-23-10-9-21-13-22(32)14-27(34)29(21,6)28(23)26(33)15-30(24,25)16-35-20(5)31/h17,19,21-28,32-34H,3,7-16H2,1-2,4-6H3
InChI Key PIAOUVSQYHJGPP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50O5
Molecular Weight 490.70 g/mol
Exact Mass 490.36582469 g/mol
Topological Polar Surface Area (TPSA) 87.00 Ų
XlogP 6.50
Atomic LogP (AlogP) 5.12
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [1,3,11-trihydroxy-10-methyl-17-(6-methyl-5-methylideneheptan-2-yl)-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-13-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9791 97.91%
Caco-2 - 0.7156 71.56%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.7184 71.84%
OATP2B1 inhibitior - 0.5725 57.25%
OATP1B1 inhibitior + 0.8314 83.14%
OATP1B3 inhibitior - 0.2443 24.43%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7385 73.85%
BSEP inhibitior + 0.8126 81.26%
P-glycoprotein inhibitior - 0.5073 50.73%
P-glycoprotein substrate + 0.6077 60.77%
CYP3A4 substrate + 0.7244 72.44%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8465 84.65%
CYP3A4 inhibition - 0.8760 87.60%
CYP2C9 inhibition - 0.7661 76.61%
CYP2C19 inhibition - 0.8595 85.95%
CYP2D6 inhibition - 0.9364 93.64%
CYP1A2 inhibition - 0.8324 83.24%
CYP2C8 inhibition + 0.4862 48.62%
CYP inhibitory promiscuity - 0.7864 78.64%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6722 67.22%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9343 93.43%
Skin irritation + 0.5951 59.51%
Skin corrosion - 0.9583 95.83%
Ames mutagenesis - 0.5606 56.06%
Human Ether-a-go-go-Related Gene inhibition - 0.6530 65.30%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6114 61.14%
skin sensitisation - 0.8009 80.09%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.6918 69.18%
Acute Oral Toxicity (c) I 0.6741 67.41%
Estrogen receptor binding + 0.7102 71.02%
Androgen receptor binding + 0.6646 66.46%
Thyroid receptor binding + 0.5584 55.84%
Glucocorticoid receptor binding + 0.6971 69.71%
Aromatase binding + 0.6636 66.36%
PPAR gamma + 0.5490 54.90%
Honey bee toxicity - 0.6053 60.53%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5755 57.55%
Fish aquatic toxicity + 0.9970 99.70%

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 98.66% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.71% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.26% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.45% 91.11%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 94.05% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.61% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 91.55% 91.19%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.07% 82.69%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.35% 96.77%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.91% 91.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.66% 100.00%
CHEMBL2581 P07339 Cathepsin D 87.81% 98.95%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.61% 89.05%
CHEMBL2179 P04062 Beta-glucocerebrosidase 86.34% 85.31%
CHEMBL3437 Q16853 Amine oxidase, copper containing 85.53% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.11% 92.62%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.48% 94.33%
CHEMBL2094135 Q96BI3 Gamma-secretase 84.28% 98.05%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.67% 89.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.94% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 82.73% 97.79%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.40% 97.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.38% 96.47%
CHEMBL237 P41145 Kappa opioid receptor 81.32% 98.10%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.77% 86.33%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 80.46% 95.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.40% 99.17%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 80.15% 96.00%

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.
Ajuga decumbens
Ajuga reptans
Cyathula capitata

Cross-Links

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PubChem 73999895
LOTUS LTS0110556
wikiData Q104391594