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[(3S,7R,8S,9S,10S,13R,14S,17R)-3-hydroxy-10-(hydroxymethyl)-13-methyl-17-[(2R)-6-methyl-5-methylideneheptan-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

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Internal ID fd68ad68-bdbe-485f-90a9-ced559f3ac48
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-[(2R)-6-methyl-5-methylideneheptan-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)CCC(C)C1CCC2C1(CCC3C2C(C=C4C3(CCC(C4)O)CO)OC(=O)C)C
SMILES (Isomeric) C[C@H](CCC(=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/C30H48O4/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/h16,18,20,23-28,31,33H,3,7-15,17H2,1-2,4-6H3/t20-,23+,24-,25+,26+,27+,28+,29-,30-/m1/s1
InChI Key DXVRFEYOLWHNIF-VGBUTIAVSA-N
Popularity 4 references 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 6.90
Atomic LogP (AlogP) 6.07
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9925 99.25%
Caco-2 - 0.6456 64.56%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.8581 85.81%
OATP2B1 inhibitior - 0.5726 57.26%
OATP1B1 inhibitior + 0.7970 79.70%
OATP1B3 inhibitior - 0.2786 27.86%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5161 51.61%
BSEP inhibitior + 0.8907 89.07%
P-glycoprotein inhibitior + 0.5901 59.01%
P-glycoprotein substrate + 0.5759 57.59%
CYP3A4 substrate + 0.7457 74.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8547 85.47%
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 + 0.5660 56.60%
CYP inhibitory promiscuity - 0.7851 78.51%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7045 70.45%
Eye corrosion - 0.9928 99.28%
Eye irritation - 0.9557 95.57%
Skin irritation + 0.5555 55.55%
Skin corrosion - 0.9619 96.19%
Ames mutagenesis - 0.5783 57.83%
Human Ether-a-go-go-Related Gene inhibition + 0.7675 76.75%
Micronuclear - 0.8400 84.00%
Hepatotoxicity + 0.5465 54.65%
skin sensitisation - 0.8455 84.55%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.6524 65.24%
Acute Oral Toxicity (c) III 0.7779 77.79%
Estrogen receptor binding + 0.8098 80.98%
Androgen receptor binding + 0.7195 71.95%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7940 79.40%
Aromatase binding + 0.5798 57.98%
PPAR gamma + 0.6319 63.19%
Honey bee toxicity - 0.6473 64.73%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9969 99.69%

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 98.82% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.78% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.56% 97.25%
CHEMBL2581 P07339 Cathepsin D 94.16% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.57% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.35% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.20% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.54% 93.04%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.91% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.08% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 85.13% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.58% 92.62%
CHEMBL221 P23219 Cyclooxygenase-1 84.00% 90.17%
CHEMBL237 P41145 Kappa opioid receptor 83.24% 98.10%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.74% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.56% 99.17%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 82.15% 94.97%
CHEMBL226 P30542 Adenosine A1 receptor 81.56% 95.93%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.58% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 80.20% 97.79%

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.
There are no matching plants.

Cross-Links

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PubChem 12069909
LOTUS LTS0219469
wikiData Q104991218