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(3S,5R,8S,9R,10S,13R,14R)-3-acetyloxy-17-hydroxy-14-methoxycarbonyl-4,4,8,12,13,16-hexamethyl-15-oxo-2,3,5,6,7,9-hexahydro-1H-cyclopenta[a]phenanthrene-10-carboxylic 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 5d5d2073-0063-4222-914f-ab58b28230bf
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters
IUPAC Name (3S,5R,8S,9R,10S,13R,14R)-3-acetyloxy-17-hydroxy-14-methoxycarbonyl-4,4,8,12,13,16-hexamethyl-15-oxo-2,3,5,6,7,9-hexahydro-1H-cyclopenta[a]phenanthrene-10-carboxylic acid
SMILES (Canonical) CC1=CC2C(CCC3C2(CCC(C3(C)C)OC(=O)C)C(=O)O)(C4(C1(C(=C(C4=O)C)O)C)C(=O)OC)C
SMILES (Isomeric) CC1=C[C@@H]2[C@](CC[C@H]3[C@]2(CC[C@@H](C3(C)C)OC(=O)C)C(=O)O)([C@]4([C@@]1(C(=C(C4=O)C)O)C)C(=O)OC)C
InChI InChI=1S/C28H38O8/c1-14-13-18-25(6,28(23(34)35-8)21(31)15(2)20(30)26(14,28)7)11-9-17-24(4,5)19(36-16(3)29)10-12-27(17,18)22(32)33/h13,17-19,30H,9-12H2,1-8H3,(H,32,33)/t17-,18-,19+,25+,26+,27+,28-/m1/s1
InChI Key IIAVWNADOABJOD-UOHNCGBGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H38O8
Molecular Weight 502.60 g/mol
Exact Mass 502.25666817 g/mol
Topological Polar Surface Area (TPSA) 127.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 4.38
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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(1R,2S,5S,7R,10S,11R,15R)-5-(Acetyloxy)-14-hydroxy-11-(methoxycarbonyl)-6,6,10,13,15,16-hexamethyl-12-oxotetracyclo(8.7.0.0,.0,)heptadeca-13,16-diene-2-carboxylate
(1R,2S,5S,7R,10S,11R,15R)-5-(Acetyloxy)-14-hydroxy-11-(methoxycarbonyl)-6,6,10,13,15,16-hexamethyl-12-oxotetracyclo[8.7.0.0,.0,]heptadeca-13,16-diene-2-carboxylate
(3S,5R,8S,9R,10S,13R,14R)-3-acetyloxy-17-hydroxy-14-methoxycarbonyl-4,4,8,12,13,16-hexamethyl-15-oxo-2,3,5,6,7,9-hexahydro-1H-cyclopenta(a)phenanthrene-10-carboxylic acid
RefChem:78760
CHEBI:210558

2D Structure

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2D Structure of (3S,5R,8S,9R,10S,13R,14R)-3-acetyloxy-17-hydroxy-14-methoxycarbonyl-4,4,8,12,13,16-hexamethyl-15-oxo-2,3,5,6,7,9-hexahydro-1H-cyclopenta[a]phenanthrene-10-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9899 98.99%
Caco-2 - 0.5902 59.02%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8677 86.77%
OATP2B1 inhibitior - 0.8607 86.07%
OATP1B1 inhibitior + 0.7741 77.41%
OATP1B3 inhibitior - 0.5000 50.00%
MATE1 inhibitior - 0.5600 56.00%
OCT2 inhibitior - 0.6603 66.03%
BSEP inhibitior + 0.9264 92.64%
P-glycoprotein inhibitior + 0.5810 58.10%
P-glycoprotein substrate - 0.6341 63.41%
CYP3A4 substrate + 0.6917 69.17%
CYP2C9 substrate - 0.8032 80.32%
CYP2D6 substrate - 0.9051 90.51%
CYP3A4 inhibition - 0.8524 85.24%
CYP2C9 inhibition - 0.7529 75.29%
CYP2C19 inhibition - 0.8766 87.66%
CYP2D6 inhibition - 0.9621 96.21%
CYP1A2 inhibition - 0.6091 60.91%
CYP2C8 inhibition + 0.5828 58.28%
CYP inhibitory promiscuity - 0.9077 90.77%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9620 96.20%
Carcinogenicity (trinary) Non-required 0.6129 61.29%
Eye corrosion - 0.9939 99.39%
Eye irritation - 0.8557 85.57%
Skin irritation + 0.5300 53.00%
Skin corrosion - 0.9571 95.71%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5216 52.16%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.5424 54.24%
skin sensitisation - 0.7047 70.47%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.5422 54.22%
Acute Oral Toxicity (c) I 0.4291 42.91%
Estrogen receptor binding + 0.8244 82.44%
Androgen receptor binding + 0.7134 71.34%
Thyroid receptor binding + 0.6875 68.75%
Glucocorticoid receptor binding + 0.7540 75.40%
Aromatase binding + 0.7754 77.54%
PPAR gamma + 0.6457 64.57%
Honey bee toxicity - 0.8222 82.22%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9966 99.66%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.56% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.36% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.70% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.61% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 89.12% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.51% 99.23%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 85.89% 91.79%
CHEMBL5028 O14672 ADAM10 84.01% 97.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.95% 92.94%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.16% 93.03%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.77% 91.07%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.18% 85.14%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.06% 93.04%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 146683323
LOTUS LTS0022827
wikiData Q105113356