PlantaeDB Logo
Login Sign-up

(8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,7,8,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-3,6-dione

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 99baa72c-4801-444d-bf0e-ee67f0d88796
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name (8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,7,8,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-3,6-dione
SMILES (Canonical) CC(CCC=C(C)C)C1CCC2C1(CCC3C2CC(=O)C4=CC(=O)CCC34C)C
SMILES (Isomeric) C[C@H](CCC=C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC(=O)C4=CC(=O)CC[C@]34C)C
InChI InChI=1S/C27H40O2/c1-17(2)7-6-8-18(3)21-9-10-22-20-16-25(29)24-15-19(28)11-13-27(24,5)23(20)12-14-26(21,22)4/h7,15,18,20-23H,6,8-14,16H2,1-5H3/t18-,20+,21-,22+,23+,26-,27-/m1/s1
InChI Key LPCCWNZUAOLAPI-LKGWFGLDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C27H40O2
Molecular Weight 396.60 g/mol
Exact Mass 396.302830514 g/mol
Topological Polar Surface Area (TPSA) 34.10 Ų
XlogP 7.10
Atomic LogP (AlogP) 6.70
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,7,8,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-3,6-dione

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.6224 62.24%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7238 72.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3540 35.40%
OATP1B3 inhibitior + 0.9206 92.06%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior + 0.6000 60.00%
BSEP inhibitior + 0.9782 97.82%
P-glycoprotein inhibitior + 0.8765 87.65%
P-glycoprotein substrate - 0.6768 67.68%
CYP3A4 substrate + 0.7248 72.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8495 84.95%
CYP3A4 inhibition - 0.8736 87.36%
CYP2C9 inhibition - 0.8794 87.94%
CYP2C19 inhibition - 0.6316 63.16%
CYP2D6 inhibition - 0.9576 95.76%
CYP1A2 inhibition - 0.9225 92.25%
CYP2C8 inhibition - 0.8107 81.07%
CYP inhibitory promiscuity - 0.6432 64.32%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5332 53.32%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9769 97.69%
Skin irritation + 0.5431 54.31%
Skin corrosion - 0.9657 96.57%
Ames mutagenesis - 0.8400 84.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8218 82.18%
Micronuclear - 0.9300 93.00%
Hepatotoxicity + 0.5544 55.44%
skin sensitisation + 0.7194 71.94%
Respiratory toxicity + 0.9333 93.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.8655 86.55%
Acute Oral Toxicity (c) III 0.8130 81.30%
Estrogen receptor binding + 0.8996 89.96%
Androgen receptor binding + 0.8038 80.38%
Thyroid receptor binding + 0.7406 74.06%
Glucocorticoid receptor binding + 0.8929 89.29%
Aromatase binding + 0.7101 71.01%
PPAR gamma + 0.6078 60.78%
Honey bee toxicity - 0.7454 74.54%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9937 99.37%

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
CHEMBL2581 P07339 Cathepsin D 98.06% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.59% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.26% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.70% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.14% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.43% 97.25%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 89.81% 85.30%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.64% 93.04%
CHEMBL1871 P10275 Androgen Receptor 88.56% 96.43%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.35% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.95% 97.09%
CHEMBL237 P41145 Kappa opioid receptor 86.86% 98.10%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 86.39% 94.78%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.13% 82.69%
CHEMBL1902 P62942 FK506-binding protein 1A 84.04% 97.05%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.95% 86.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.79% 90.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.54% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 83.12% 90.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.91% 92.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.50% 85.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.74% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.54% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.98% 100.00%
CHEMBL3837 P07711 Cathepsin L 80.79% 96.61%

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 15608832
LOTUS LTS0049664
wikiData Q105247546