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(10S,13R,14R,16S,17R)-16-hydroxy-17-[(2S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one

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 c8d093f2-f37a-4a09-ab7b-241cc57dd9ee
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (10S,13R,14R,16S,17R)-16-hydroxy-17-[(2S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
SMILES (Canonical) CC1(C2CCC3=C(C2(CCC1=O)C)CCC4(C3(CC(C4C5(CCC(O5)C(C)(C)O)C)O)C)C)C
SMILES (Isomeric) C[C@]12CCC3=C([C@@]1(C[C@@H]([C@@H]2[C@@]4(CCC(O4)C(C)(C)O)C)O)C)CCC5[C@@]3(CCC(=O)C5(C)C)C
InChI InChI=1S/C30H48O4/c1-25(2)21-10-9-19-18(27(21,5)14-12-22(25)32)11-15-28(6)24(20(31)17-29(19,28)7)30(8)16-13-23(34-30)26(3,4)33/h20-21,23-24,31,33H,9-17H2,1-8H3/t20-,21?,23?,24-,27+,28+,29-,30-/m0/s1
InChI Key ZBCZXCWAUZVUEH-HPOMSTEPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H48O4
Molecular Weight 472.70 g/mol
Exact Mass 472.35526001 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 4.50
Atomic LogP (AlogP) 5.98
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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31298-98-3
(10S,13R,14R,16S,17R)-16-hydroxy-17-[(2S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
DTXSID70953337
16,25-Dihydroxy-20,24-epoxylanost-8-en-3-one

2D Structure

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2D Structure of (10S,13R,14R,16S,17R)-16-hydroxy-17-[(2S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9964 99.64%
Caco-2 + 0.5145 51.45%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7891 78.91%
OATP2B1 inhibitior - 0.7161 71.61%
OATP1B1 inhibitior + 0.8504 85.04%
OATP1B3 inhibitior + 0.9520 95.20%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6135 61.35%
BSEP inhibitior + 0.6570 65.70%
P-glycoprotein inhibitior - 0.5960 59.60%
P-glycoprotein substrate - 0.7420 74.20%
CYP3A4 substrate + 0.6986 69.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8031 80.31%
CYP3A4 inhibition - 0.6999 69.99%
CYP2C9 inhibition - 0.8189 81.89%
CYP2C19 inhibition - 0.7823 78.23%
CYP2D6 inhibition - 0.9431 94.31%
CYP1A2 inhibition - 0.7672 76.72%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.8194 81.94%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4637 46.37%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9240 92.40%
Skin irritation + 0.5604 56.04%
Skin corrosion - 0.9286 92.86%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4690 46.90%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.6573 65.73%
skin sensitisation - 0.8050 80.50%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.5382 53.82%
Acute Oral Toxicity (c) I 0.6521 65.21%
Estrogen receptor binding + 0.7322 73.22%
Androgen receptor binding + 0.6940 69.40%
Thyroid receptor binding + 0.7335 73.35%
Glucocorticoid receptor binding + 0.8002 80.02%
Aromatase binding + 0.7531 75.31%
PPAR gamma + 0.5773 57.73%
Honey bee toxicity - 0.8264 82.64%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9881 98.81%

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
CHEMBL204 P00734 Thrombin 96.83% 96.01%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.27% 91.11%
CHEMBL259 P32245 Melanocortin receptor 4 91.63% 95.38%
CHEMBL2581 P07339 Cathepsin D 89.99% 98.95%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.12% 93.04%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.05% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.77% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.13% 100.00%
CHEMBL1902 P62942 FK506-binding protein 1A 86.90% 97.05%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.80% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.35% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.70% 94.00%
CHEMBL230 P35354 Cyclooxygenase-2 84.39% 89.63%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.70% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.15% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.99% 94.45%
CHEMBL1871 P10275 Androgen Receptor 81.82% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.58% 89.00%
CHEMBL240 Q12809 HERG 80.19% 89.76%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.18% 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.
Parthenium argentatum
Parthenium fruticosum

Cross-Links

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PubChem 193673
LOTUS LTS0049524
wikiData Q82932158