PlantaeDB Logo
Login Sign-up

[(3S,7R,8S,9S,10S,13R,14S,17R)-3-hydroxy-10-(hydroxymethyl)-13-methyl-17-[(E,2R)-6-methyl-5-methylidenehept-3-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-7-yl] acetate

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

Top
Internal ID 2ba9a4dd-c23d-40ba-8351-4528088f622a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name [(3S,7R,8S,9S,10S,13R,14S,17R)-3-hydroxy-10-(hydroxymethyl)-13-methyl-17-[(E,2R)-6-methyl-5-methylidenehept-3-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-7-yl] acetate
SMILES (Canonical) CC(C)C(=C)C=CC(C)C1CCC2C1(CCC3C2C(C=C4C3(CCC(C4)O)CO)OC(=O)C)C
SMILES (Isomeric) C[C@H](/C=C/C(=C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2[C@H](C=C4[C@@]3(CC[C@@H](C4)O)CO)OC(=O)C)C
InChI InChI=1S/C30H46O4/c1-18(2)19(3)7-8-20(4)24-9-10-25-28-26(12-13-29(24,25)6)30(17-31)14-11-23(33)15-22(30)16-27(28)34-21(5)32/h7-8,16,18,20,23-28,31,33H,3,9-15,17H2,1-2,4-6H3/b8-7+/t20-,23+,24-,25+,26+,27+,28+,29-,30-/m1/s1
InChI Key TXXKXLPOCNWTSE-NRRVXKNZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C30H46O4
Molecular Weight 470.70 g/mol
Exact Mass 470.33960994 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 6.50
Atomic LogP (AlogP) 5.84
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(3S,7R,8S,9S,10S,13R,14S,17R)-3-hydroxy-10-(hydroxymethyl)-13-methyl-17-[(E,2R)-6-methyl-5-methylidenehept-3-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-7-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9925 99.25%
Caco-2 - 0.6655 66.55%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8581 85.81%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7908 79.08%
OATP1B3 inhibitior - 0.2786 27.86%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5161 51.61%
BSEP inhibitior + 0.8472 84.72%
P-glycoprotein inhibitior + 0.6466 64.66%
P-glycoprotein substrate + 0.5511 55.11%
CYP3A4 substrate + 0.7366 73.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8833 88.33%
CYP3A4 inhibition - 0.7840 78.40%
CYP2C9 inhibition - 0.8168 81.68%
CYP2C19 inhibition - 0.9281 92.81%
CYP2D6 inhibition - 0.9354 93.54%
CYP1A2 inhibition - 0.8906 89.06%
CYP2C8 inhibition + 0.6158 61.58%
CYP inhibitory promiscuity - 0.7851 78.51%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7045 70.45%
Eye corrosion - 0.9928 99.28%
Eye irritation - 0.9599 95.99%
Skin irritation + 0.5555 55.55%
Skin corrosion - 0.9619 96.19%
Ames mutagenesis - 0.6027 60.27%
Human Ether-a-go-go-Related Gene inhibition + 0.8302 83.02%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.5435 54.35%
skin sensitisation - 0.8455 84.55%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.4757 47.57%
Acute Oral Toxicity (c) III 0.7779 77.79%
Estrogen receptor binding + 0.8498 84.98%
Androgen receptor binding + 0.7047 70.47%
Thyroid receptor binding - 0.4946 49.46%
Glucocorticoid receptor binding + 0.7610 76.10%
Aromatase binding + 0.5707 57.07%
PPAR gamma + 0.6579 65.79%
Honey bee toxicity - 0.6260 62.60%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9969 99.69%

Targets

Top

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 98.37% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.99% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.76% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 93.07% 95.93%
CHEMBL2581 P07339 Cathepsin D 91.82% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.67% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.70% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.74% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.11% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.94% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 84.45% 90.17%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 84.04% 97.47%
CHEMBL340 P08684 Cytochrome P450 3A4 83.12% 91.19%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.74% 93.04%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.09% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.54% 99.17%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.38% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.35% 96.95%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.24% 100.00%
CHEMBL5028 O14672 ADAM10 80.14% 97.50%
CHEMBL237 P41145 Kappa opioid receptor 80.08% 98.10%

Plants that contains it

Top
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

Top
PubChem 16751606
LOTUS LTS0130028
wikiData Q105267119