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[(3S,8S,12R,13S,14R,17S)-17-acetyl-3,8,14,17-tetrahydroxy-13-methyl-2,3,4,7,9,10,11,12,15,16-decahydro-1H-cyclopenta[a]phenanthren-12-yl] (E)-3,4-dimethylpent-2-enoate

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 adc503d2-2d3e-461d-8a25-ca8a26a86d19
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
IUPAC Name [(3S,8S,12R,13S,14R,17S)-17-acetyl-3,8,14,17-tetrahydroxy-13-methyl-2,3,4,7,9,10,11,12,15,16-decahydro-1H-cyclopenta[a]phenanthren-12-yl] (E)-3,4-dimethylpent-2-enoate
SMILES (Canonical) CC(C)C(=CC(=O)OC1CC2C3CCC(CC3=CCC2(C4(C1(C(CC4)(C(=O)C)O)C)O)O)O)C
SMILES (Isomeric) CC(C)/C(=C/C(=O)O[C@@H]1CC2C3CC[C@@H](CC3=CC[C@]2([C@@]4([C@]1([C@@](CC4)(C(=O)C)O)C)O)O)O)/C
InChI InChI=1S/C27H40O7/c1-15(2)16(3)12-23(30)34-22-14-21-20-7-6-19(29)13-18(20)8-9-26(21,32)27(33)11-10-25(31,17(4)28)24(22,27)5/h8,12,15,19-22,29,31-33H,6-7,9-11,13-14H2,1-5H3/b16-12+/t19-,20?,21?,22+,24+,25+,26-,27+/m0/s1
InChI Key HEZLCMUCJHAPTI-PPJTUFDDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H40O7
Molecular Weight 476.60 g/mol
Exact Mass 476.27740361 g/mol
Topological Polar Surface Area (TPSA) 124.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.59
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,8S,12R,13S,14R,17S)-17-acetyl-3,8,14,17-tetrahydroxy-13-methyl-2,3,4,7,9,10,11,12,15,16-decahydro-1H-cyclopenta[a]phenanthren-12-yl] (E)-3,4-dimethylpent-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9685 96.85%
Caco-2 - 0.6833 68.33%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8616 86.16%
OATP2B1 inhibitior - 0.8614 86.14%
OATP1B1 inhibitior + 0.8865 88.65%
OATP1B3 inhibitior - 0.2937 29.37%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7321 73.21%
BSEP inhibitior + 0.8276 82.76%
P-glycoprotein inhibitior - 0.5526 55.26%
P-glycoprotein substrate + 0.5874 58.74%
CYP3A4 substrate + 0.7064 70.64%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.9063 90.63%
CYP3A4 inhibition - 0.9187 91.87%
CYP2C9 inhibition - 0.7792 77.92%
CYP2C19 inhibition - 0.8215 82.15%
CYP2D6 inhibition - 0.9401 94.01%
CYP1A2 inhibition - 0.8167 81.67%
CYP2C8 inhibition + 0.5857 58.57%
CYP inhibitory promiscuity - 0.9524 95.24%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6546 65.46%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9480 94.80%
Skin irritation + 0.5704 57.04%
Skin corrosion - 0.9342 93.42%
Ames mutagenesis - 0.6570 65.70%
Human Ether-a-go-go-Related Gene inhibition - 0.6172 61.72%
Micronuclear - 0.6600 66.00%
Hepatotoxicity + 0.6879 68.79%
skin sensitisation - 0.7795 77.95%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8307 83.07%
Acute Oral Toxicity (c) I 0.3869 38.69%
Estrogen receptor binding + 0.7457 74.57%
Androgen receptor binding + 0.7740 77.40%
Thyroid receptor binding + 0.5302 53.02%
Glucocorticoid receptor binding + 0.7961 79.61%
Aromatase binding + 0.7369 73.69%
PPAR gamma + 0.5305 53.05%
Honey bee toxicity - 0.5464 54.64%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6700 67.00%
Fish aquatic toxicity + 0.9927 99.27%

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 98.71% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.00% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.86% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.03% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.03% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.57% 95.56%
CHEMBL2581 P07339 Cathepsin D 88.31% 98.95%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 86.78% 89.67%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.18% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.00% 100.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 85.97% 89.62%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.92% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.08% 86.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.90% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.42% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.02% 96.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.37% 91.19%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.80% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.07% 95.89%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.32% 89.50%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.16% 90.71%

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.
Araujia sericifera

Cross-Links

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PubChem 5315749
LOTUS LTS0066216
wikiData Q105109625