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(2R,6R)-2-methyl-3-methylidene-6-[(4S,5S,10S,13R,17R)-4,10,13-trimethyl-3,11-dioxo-2,4,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]heptanoic acid

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 5f87647e-ee95-4df0-96f3-6777386541a2
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name (2R,6R)-2-methyl-3-methylidene-6-[(4S,5S,10S,13R,17R)-4,10,13-trimethyl-3,11-dioxo-2,4,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]heptanoic acid
SMILES (Canonical) CC1C2CCC3=C(C2(CCC1=O)C)C(=O)CC4(C3=CCC4C(C)CCC(=C)C(C)C(=O)O)C
SMILES (Isomeric) C[C@H]1[C@@H]2CCC3=C([C@]2(CCC1=O)C)C(=O)C[C@]4(C3=CC[C@@H]4[C@H](C)CCC(=C)[C@@H](C)C(=O)O)C
InChI InChI=1S/C29H40O4/c1-16(18(3)27(32)33)7-8-17(2)21-11-12-23-20-9-10-22-19(4)24(30)13-14-28(22,5)26(20)25(31)15-29(21,23)6/h12,17-19,21-22H,1,7-11,13-15H2,2-6H3,(H,32,33)/t17-,18-,19+,21-,22+,28+,29-/m1/s1
InChI Key PMHCHLYGCHPBEC-XHJDEWCXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H40O4
Molecular Weight 452.60 g/mol
Exact Mass 452.29265975 g/mol
Topological Polar Surface Area (TPSA) 71.40 Ų
XlogP 5.60
Atomic LogP (AlogP) 6.32
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,6R)-2-methyl-3-methylidene-6-[(4S,5S,10S,13R,17R)-4,10,13-trimethyl-3,11-dioxo-2,4,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]heptanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9875 98.75%
Caco-2 + 0.5065 50.65%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7798 77.98%
OATP2B1 inhibitior - 0.7194 71.94%
OATP1B1 inhibitior + 0.8485 84.85%
OATP1B3 inhibitior - 0.2826 28.26%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.6021 60.21%
BSEP inhibitior + 0.8165 81.65%
P-glycoprotein inhibitior + 0.6393 63.93%
P-glycoprotein substrate - 0.6099 60.99%
CYP3A4 substrate + 0.6866 68.66%
CYP2C9 substrate - 0.8078 80.78%
CYP2D6 substrate - 0.9114 91.14%
CYP3A4 inhibition - 0.7377 73.77%
CYP2C9 inhibition - 0.9353 93.53%
CYP2C19 inhibition - 0.9460 94.60%
CYP2D6 inhibition - 0.9508 95.08%
CYP1A2 inhibition - 0.7469 74.69%
CYP2C8 inhibition + 0.5232 52.32%
CYP inhibitory promiscuity - 0.9122 91.22%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6768 67.68%
Eye corrosion - 0.9948 99.48%
Eye irritation - 0.9509 95.09%
Skin irritation + 0.7505 75.05%
Skin corrosion - 0.9468 94.68%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6983 69.83%
Micronuclear - 0.7500 75.00%
Hepatotoxicity + 0.5129 51.29%
skin sensitisation - 0.7510 75.10%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.8379 83.79%
Acute Oral Toxicity (c) III 0.8405 84.05%
Estrogen receptor binding + 0.7776 77.76%
Androgen receptor binding + 0.6549 65.49%
Thyroid receptor binding + 0.6651 66.51%
Glucocorticoid receptor binding + 0.7982 79.82%
Aromatase binding + 0.6479 64.79%
PPAR gamma + 0.5201 52.01%
Honey bee toxicity - 0.7735 77.35%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6624 66.24%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL2581 P07339 Cathepsin D 98.57% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.87% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.44% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.90% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 95.53% 90.17%
CHEMBL4072 P07858 Cathepsin B 95.30% 93.67%
CHEMBL2996 Q05655 Protein kinase C delta 93.38% 97.79%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 90.74% 93.04%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.60% 96.77%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.25% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.03% 100.00%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 85.99% 88.84%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.42% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.11% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.80% 93.56%
CHEMBL3492 P49721 Proteasome Macropain subunit 84.76% 90.24%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.29% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.45% 89.00%
CHEMBL1907 P15144 Aminopeptidase N 83.44% 93.31%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.10% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.59% 91.19%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.36% 93.00%
CHEMBL5028 O14672 ADAM10 80.04% 97.50%

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 162985613
LOTUS LTS0246566
wikiData Q105211463