PlantaeDB Logo
Login Sign-up

(2S,6R)-6-[(3S,5R,7S,10S,13R,14R,17S)-3,7-dihydroxy-4,4,10,13,14-pentamethyl-11,15-dioxo-2,3,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-4-oxohexanoic acid

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 809154b4-9b4e-458a-948a-c0c19755be19
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 11-oxosteroids
IUPAC Name (2S,6R)-6-[(3S,5R,7S,10S,13R,14R,17S)-3,7-dihydroxy-4,4,10,13,14-pentamethyl-11,15-dioxo-2,3,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-4-oxohexanoic acid
SMILES (Canonical) CC(CC(=O)CC(C1CC(=O)C2(C1(CC(=O)C3=C2C(CC4C3(CCC(C4(C)C)O)C)O)C)C)O)C(=O)O
SMILES (Isomeric) C[C@@H](CC(=O)C[C@H]([C@H]1CC(=O)[C@@]2([C@@]1(CC(=O)C3=C2[C@H](C[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)O)C)C)O)C(=O)O
InChI InChI=1S/C29H42O8/c1-14(25(36)37)9-15(30)10-17(31)16-11-22(35)29(6)24-18(32)12-20-26(2,3)21(34)7-8-27(20,4)23(24)19(33)13-28(16,29)5/h14,16-18,20-21,31-32,34H,7-13H2,1-6H3,(H,36,37)/t14-,16+,17+,18-,20-,21-,27-,28+,29-/m0/s1
InChI Key FITOAVMOYDFMJJ-WMKAGDOUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C29H42O8
Molecular Weight 518.60 g/mol
Exact Mass 518.28796829 g/mol
Topological Polar Surface Area (TPSA) 149.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 2.86
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,6R)-6-[(3S,5R,7S,10S,13R,14R,17S)-3,7-dihydroxy-4,4,10,13,14-pentamethyl-11,15-dioxo-2,3,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-4-oxohexanoic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9936 99.36%
Caco-2 - 0.6707 67.07%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8564 85.64%
OATP2B1 inhibitior - 0.5652 56.52%
OATP1B1 inhibitior + 0.8876 88.76%
OATP1B3 inhibitior - 0.3456 34.56%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6282 62.82%
BSEP inhibitior + 0.7093 70.93%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.5484 54.84%
CYP3A4 substrate + 0.6581 65.81%
CYP2C9 substrate - 0.7735 77.35%
CYP2D6 substrate - 0.9031 90.31%
CYP3A4 inhibition - 0.8299 82.99%
CYP2C9 inhibition - 0.9157 91.57%
CYP2C19 inhibition - 0.9370 93.70%
CYP2D6 inhibition - 0.9702 97.02%
CYP1A2 inhibition - 0.9332 93.32%
CYP2C8 inhibition - 0.5744 57.44%
CYP inhibitory promiscuity - 0.9125 91.25%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6523 65.23%
Eye corrosion - 0.9949 99.49%
Eye irritation - 0.9289 92.89%
Skin irritation + 0.7213 72.13%
Skin corrosion - 0.9460 94.60%
Ames mutagenesis - 0.7254 72.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4073 40.73%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6718 67.18%
skin sensitisation - 0.7284 72.84%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.7643 76.43%
Acute Oral Toxicity (c) I 0.8549 85.49%
Estrogen receptor binding + 0.6462 64.62%
Androgen receptor binding + 0.6918 69.18%
Thyroid receptor binding + 0.5707 57.07%
Glucocorticoid receptor binding + 0.7748 77.48%
Aromatase binding + 0.7039 70.39%
PPAR gamma + 0.5722 57.22%
Honey bee toxicity - 0.7806 78.06%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.9975 99.75%

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
CHEMBL221 P23219 Cyclooxygenase-1 98.62% 90.17%
CHEMBL2581 P07339 Cathepsin D 97.15% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.86% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.23% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.71% 85.14%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 92.59% 88.84%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.93% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.26% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.57% 99.23%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 84.91% 95.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.50% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 83.16% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.09% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.00% 90.71%
CHEMBL1937 Q92769 Histone deacetylase 2 82.40% 94.75%
CHEMBL5028 O14672 ADAM10 82.11% 97.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.60% 93.04%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 80.92% 85.30%
CHEMBL340 P08684 Cytochrome P450 3A4 80.74% 91.19%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.65% 96.38%

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 163190158
LOTUS LTS0011678
wikiData Q104995865