PlantaeDB Logo
Login Sign-up

(4S)-4-hydroxy-4-[(5R,7S,10S,13R,14R,17S)-7-hydroxy-4,4,10,13,14-pentamethyl-3,11,15-trioxo-1,2,5,6,7,12,16,17-octahydrocyclopenta[a]phenanthren-17-yl]pentanoic 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 fcb79240-037b-4ad2-96d2-bb6cbeea025b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (4S)-4-hydroxy-4-[(5R,7S,10S,13R,14R,17S)-7-hydroxy-4,4,10,13,14-pentamethyl-3,11,15-trioxo-1,2,5,6,7,12,16,17-octahydrocyclopenta[a]phenanthren-17-yl]pentanoic acid
SMILES (Canonical) CC1(C2CC(C3=C(C2(CCC1=O)C)C(=O)CC4(C3(C(=O)CC4C(C)(CCC(=O)O)O)C)C)O)C
SMILES (Isomeric) C[C@]12CCC(=O)C([C@@H]1C[C@@H](C3=C2C(=O)C[C@]4([C@]3(C(=O)C[C@@H]4[C@](C)(CCC(=O)O)O)C)C)O)(C)C
InChI InChI=1S/C27H38O7/c1-23(2)16-11-14(28)22-21(24(16,3)9-7-18(23)30)15(29)13-25(4)17(12-19(31)27(22,25)6)26(5,34)10-8-20(32)33/h14,16-17,28,34H,7-13H2,1-6H3,(H,32,33)/t14-,16-,17-,24-,25+,26-,27-/m0/s1
InChI Key XZKWKMSUTLJOMB-YSROOBRHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C27H38O7
Molecular Weight 474.60 g/mol
Exact Mass 474.26175355 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 3.25
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (4S)-4-hydroxy-4-[(5R,7S,10S,13R,14R,17S)-7-hydroxy-4,4,10,13,14-pentamethyl-3,11,15-trioxo-1,2,5,6,7,12,16,17-octahydrocyclopenta[a]phenanthren-17-yl]pentanoic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9936 99.36%
Caco-2 - 0.5364 53.64%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8772 87.72%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8488 84.88%
OATP1B3 inhibitior - 0.3579 35.79%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6032 60.32%
BSEP inhibitior + 0.6504 65.04%
P-glycoprotein inhibitior - 0.5526 55.26%
P-glycoprotein substrate - 0.6541 65.41%
CYP3A4 substrate + 0.6576 65.76%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.9116 91.16%
CYP3A4 inhibition - 0.8336 83.36%
CYP2C9 inhibition - 0.9379 93.79%
CYP2C19 inhibition - 0.9621 96.21%
CYP2D6 inhibition - 0.9619 96.19%
CYP1A2 inhibition - 0.9570 95.70%
CYP2C8 inhibition + 0.6129 61.29%
CYP inhibitory promiscuity - 0.8844 88.44%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7059 70.59%
Eye corrosion - 0.9957 99.57%
Eye irritation - 0.9162 91.62%
Skin irritation + 0.7169 71.69%
Skin corrosion - 0.9548 95.48%
Ames mutagenesis - 0.6954 69.54%
Human Ether-a-go-go-Related Gene inhibition - 0.3955 39.55%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7268 72.68%
skin sensitisation - 0.6491 64.91%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.8750 87.50%
Acute Oral Toxicity (c) III 0.6954 69.54%
Estrogen receptor binding + 0.6540 65.40%
Androgen receptor binding + 0.6497 64.97%
Thyroid receptor binding + 0.6456 64.56%
Glucocorticoid receptor binding + 0.8283 82.83%
Aromatase binding + 0.7468 74.68%
PPAR gamma + 0.6409 64.09%
Honey bee toxicity - 0.7746 77.46%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 1.0000 100.00%

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 95.41% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.84% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.57% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.78% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.49% 85.14%
CHEMBL1902 P62942 FK506-binding protein 1A 89.38% 97.05%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.93% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.21% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 88.05% 91.19%
CHEMBL221 P23219 Cyclooxygenase-1 87.83% 90.17%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 87.58% 96.00%
CHEMBL1914 P06276 Butyrylcholinesterase 87.07% 95.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.08% 100.00%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 84.68% 88.84%
CHEMBL5028 O14672 ADAM10 84.37% 97.50%
CHEMBL2996 Q05655 Protein kinase C delta 84.09% 97.79%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 81.53% 98.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.32% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.12% 93.04%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.08% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 80.35% 94.75%

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 101489029
LOTUS LTS0103416
wikiData Q105345022