PlantaeDB Logo
Login Sign-up

(3S,4S,5S,9R,10R,13R,14R,17R)-17-[(2S,3R,5R)-5-ethyl-3-hydroxy-6-methylheptan-2-yl]-3-hydroxy-4,10,13-trimethyl-1,2,3,4,5,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-6-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

Top
Internal ID 2eb57570-ad0e-49ff-992c-c7d68e49f9ea
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name (3S,4S,5S,9R,10R,13R,14R,17R)-17-[(2S,3R,5R)-5-ethyl-3-hydroxy-6-methylheptan-2-yl]-3-hydroxy-4,10,13-trimethyl-1,2,3,4,5,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-6-one
SMILES (Canonical) CCC(CC(C(C)C1CCC2C1(CCC3C2=CC(=O)C4C3(CCC(C4C)O)C)C)O)C(C)C
SMILES (Isomeric) CC[C@H](C[C@H]([C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CC(=O)[C@@H]4[C@@]3(CC[C@@H]([C@H]4C)O)C)C)O)C(C)C
InChI InChI=1S/C30H50O3/c1-8-20(17(2)3)15-26(32)18(4)22-9-10-23-21-16-27(33)28-19(5)25(31)12-14-30(28,7)24(21)11-13-29(22,23)6/h16-20,22-26,28,31-32H,8-15H2,1-7H3/t18-,19+,20+,22+,23-,24-,25-,26+,28+,29+,30+/m0/s1
InChI Key PFHQKGUFOAPKGD-ZBCMZUPTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H50O3
Molecular Weight 458.70 g/mol
Exact Mass 458.37599545 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 7.10
Atomic LogP (AlogP) 6.42
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3S,4S,5S,9R,10R,13R,14R,17R)-17-[(2S,3R,5R)-5-ethyl-3-hydroxy-6-methylheptan-2-yl]-3-hydroxy-4,10,13-trimethyl-1,2,3,4,5,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-6-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.5485 54.85%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7545 75.45%
OATP2B1 inhibitior - 0.5788 57.88%
OATP1B1 inhibitior + 0.7812 78.12%
OATP1B3 inhibitior + 0.9880 98.80%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.6000 60.00%
BSEP inhibitior + 0.7750 77.50%
P-glycoprotein inhibitior - 0.5431 54.31%
P-glycoprotein substrate + 0.6305 63.05%
CYP3A4 substrate + 0.6344 63.44%
CYP2C9 substrate - 0.7411 74.11%
CYP2D6 substrate - 0.8673 86.73%
CYP3A4 inhibition - 0.7201 72.01%
CYP2C9 inhibition - 0.9078 90.78%
CYP2C19 inhibition - 0.8809 88.09%
CYP2D6 inhibition - 0.9352 93.52%
CYP1A2 inhibition - 0.9515 95.15%
CYP2C8 inhibition - 0.7922 79.22%
CYP inhibitory promiscuity - 0.5246 52.46%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5903 59.03%
Eye corrosion - 0.9954 99.54%
Eye irritation - 0.9507 95.07%
Skin irritation + 0.6123 61.23%
Skin corrosion - 0.9594 95.94%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4526 45.26%
Micronuclear - 0.9100 91.00%
Hepatotoxicity + 0.7172 71.72%
skin sensitisation - 0.5875 58.75%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.9472 94.72%
Acute Oral Toxicity (c) III 0.5745 57.45%
Estrogen receptor binding + 0.7335 73.35%
Androgen receptor binding + 0.6410 64.10%
Thyroid receptor binding + 0.6342 63.42%
Glucocorticoid receptor binding + 0.6635 66.35%
Aromatase binding - 0.5335 53.35%
PPAR gamma - 0.5143 51.43%
Honey bee toxicity - 0.8692 86.92%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity + 0.9957 99.57%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.78% 97.25%
CHEMBL2581 P07339 Cathepsin D 98.58% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.10% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.71% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 93.93% 90.17%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.79% 96.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.29% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.26% 90.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.59% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 88.08% 95.93%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.37% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.68% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.75% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.85% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.58% 86.33%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 84.55% 94.78%
CHEMBL1977 P11473 Vitamin D receptor 83.32% 99.43%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.73% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.37% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.84% 95.56%
CHEMBL4208 P20618 Proteasome component C5 81.55% 90.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.02% 93.03%
CHEMBL268 P43235 Cathepsin K 80.97% 96.85%

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.
Solanum virginianum

Cross-Links

Top
PubChem 163042978
LOTUS LTS0203019
wikiData Q105207743