(3S,4S,5S,8S,10S,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-4,10,13,14-tetramethyl-1,2,3,4,5,6,7,8,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ol

Details

Top
Internal ID e201485c-cfff-48bf-a293-6b3170df74b5
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name (3S,4S,5S,8S,10S,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-4,10,13,14-tetramethyl-1,2,3,4,5,6,7,8,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ol
SMILES (Canonical) CCC(CCC(C)C1CCC2(C1(CC=C3C2CCC4C3(CCC(C4C)O)C)C)C)C(C)C
SMILES (Isomeric) CC[C@H](CC[C@@H](C)[C@H]1CC[C@@]2([C@@]1(CC=C3[C@H]2CC[C@@H]4[C@@]3(CC[C@@H]([C@H]4C)O)C)C)C)C(C)C
InChI InChI=1S/C31H54O/c1-9-23(20(2)3)11-10-21(4)24-14-18-31(8)27-13-12-25-22(5)28(32)16-17-29(25,6)26(27)15-19-30(24,31)7/h15,20-25,27-28,32H,9-14,16-19H2,1-8H3/t21-,22+,23-,24-,25+,27-,28+,29+,30-,31+/m1/s1
InChI Key LIFKAAHZMQCHLG-NFDVQTHOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C31H54O
Molecular Weight 442.80 g/mol
Exact Mass 442.417466342 g/mol
Topological Polar Surface Area (TPSA) 20.20 Ų
XlogP 10.10
Atomic LogP (AlogP) 8.66
H-Bond Acceptor 1
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3S,4S,5S,8S,10S,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-4,10,13,14-tetramethyl-1,2,3,4,5,6,7,8,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.6263 62.63%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Lysosomes 0.4872 48.72%
OATP2B1 inhibitior - 0.7221 72.21%
OATP1B1 inhibitior + 0.8273 82.73%
OATP1B3 inhibitior + 0.9834 98.34%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.5441 54.41%
P-glycoprotein inhibitior - 0.5307 53.07%
P-glycoprotein substrate + 0.5671 56.71%
CYP3A4 substrate + 0.6403 64.03%
CYP2C9 substrate - 0.6499 64.99%
CYP2D6 substrate - 0.6843 68.43%
CYP3A4 inhibition - 0.8031 80.31%
CYP2C9 inhibition - 0.8613 86.13%
CYP2C19 inhibition - 0.7651 76.51%
CYP2D6 inhibition - 0.9292 92.92%
CYP1A2 inhibition - 0.9019 90.19%
CYP2C8 inhibition - 0.6131 61.31%
CYP inhibitory promiscuity + 0.5816 58.16%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5992 59.92%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9380 93.80%
Skin irritation + 0.5848 58.48%
Skin corrosion - 0.9453 94.53%
Ames mutagenesis - 0.8878 88.78%
Human Ether-a-go-go-Related Gene inhibition - 0.4523 45.23%
Micronuclear - 0.9700 97.00%
Hepatotoxicity + 0.5733 57.33%
skin sensitisation + 0.5663 56.63%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.9403 94.03%
Acute Oral Toxicity (c) III 0.7147 71.47%
Estrogen receptor binding + 0.8006 80.06%
Androgen receptor binding + 0.8054 80.54%
Thyroid receptor binding + 0.7011 70.11%
Glucocorticoid receptor binding + 0.8035 80.35%
Aromatase binding + 0.5558 55.58%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.8148 81.48%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9929 99.29%

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 97.11% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 96.40% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.57% 97.25%
CHEMBL2581 P07339 Cathepsin D 94.01% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.87% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 88.15% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.94% 97.09%
CHEMBL1977 P11473 Vitamin D receptor 86.81% 99.43%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.94% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.77% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.21% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.38% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.83% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.59% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 81.40% 89.05%
CHEMBL3492 P49721 Proteasome Macropain subunit 80.91% 90.24%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.86% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.05% 93.56%

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.
Aconitum japonicum subsp. subcuneatum
Castanea dentata
Elaphoglossum lindbergii
Ferula ammoniacum
Leucocarpus perfoliatus
Myrsine melanophloeos
Neolitsea aciculata
Pistacia atlantica
Rogeria adenophylla
Scrophularia buergeriana
Stemodia maritima
Trifolium hybridum

Cross-Links

Top
PubChem 101630496
NPASS NPC122455
LOTUS LTS0224648
wikiData Q105152162