4-(4,4,10,13,14-Pentamethyl-3-oxo-1,2,5,6,7,8,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl)pentanoic acid

Details

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Internal ID 7087c07a-c17d-4203-8627-36e9f0ef573e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives
IUPAC Name 4-(4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,7,8,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl)pentanoic acid
SMILES (Canonical) CC(CCC(=O)O)C1CCC2(C1(CC=C3C2CCC4C3(CCC(=O)C4(C)C)C)C)C
SMILES (Isomeric) CC(CCC(=O)O)C1CCC2(C1(CC=C3C2CCC4C3(CCC(=O)C4(C)C)C)C)C
InChI InChI=1S/C27H42O3/c1-17(7-10-23(29)30)18-11-15-27(6)20-8-9-21-24(2,3)22(28)13-14-25(21,4)19(20)12-16-26(18,27)5/h12,17-18,20-21H,7-11,13-16H2,1-6H3,(H,29,30)
InChI Key UHUQYBLLHSGESB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H42O3
Molecular Weight 414.60 g/mol
Exact Mass 414.31339520 g/mol
Topological Polar Surface Area (TPSA) 54.40 Ų
XlogP 6.20
Atomic LogP (AlogP) 6.66
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-(4,4,10,13,14-Pentamethyl-3-oxo-1,2,5,6,7,8,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl)pentanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.5870 58.70%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8666 86.66%
OATP2B1 inhibitior - 0.8645 86.45%
OATP1B1 inhibitior + 0.8399 83.99%
OATP1B3 inhibitior + 0.8967 89.67%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.7431 74.31%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.7582 75.82%
CYP3A4 substrate + 0.6146 61.46%
CYP2C9 substrate - 0.6106 61.06%
CYP2D6 substrate - 0.8683 86.83%
CYP3A4 inhibition - 0.8542 85.42%
CYP2C9 inhibition - 0.9203 92.03%
CYP2C19 inhibition - 0.9306 93.06%
CYP2D6 inhibition - 0.9663 96.63%
CYP1A2 inhibition - 0.9791 97.91%
CYP2C8 inhibition - 0.6355 63.55%
CYP inhibitory promiscuity - 0.9115 91.15%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6159 61.59%
Eye corrosion - 0.9955 99.55%
Eye irritation - 0.9576 95.76%
Skin irritation + 0.6464 64.64%
Skin corrosion - 0.9541 95.41%
Ames mutagenesis - 0.7554 75.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4332 43.32%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5584 55.84%
skin sensitisation - 0.5514 55.14%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.9093 90.93%
Acute Oral Toxicity (c) III 0.5419 54.19%
Estrogen receptor binding + 0.7441 74.41%
Androgen receptor binding + 0.7510 75.10%
Thyroid receptor binding + 0.7048 70.48%
Glucocorticoid receptor binding + 0.8966 89.66%
Aromatase binding + 0.7821 78.21%
PPAR gamma + 0.6024 60.24%
Honey bee toxicity - 0.8781 87.81%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.7500 75.00%
Fish aquatic toxicity + 0.9968 99.68%

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 97.73% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.23% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 93.37% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.72% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.66% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.53% 95.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.07% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.87% 97.09%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 84.85% 96.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.12% 90.71%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.05% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 84.00% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.18% 94.45%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 80.78% 85.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.28% 82.69%

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.
Pinus luchuensis

Cross-Links

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PubChem 73800208
LOTUS LTS0168759
wikiData Q105273099