PlantaeDB Logo
Login Sign-up

(3R,6S)-3-[(3S,5R,10S,13R,14R,17R)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-(2-hydroxypropan-2-yl)oxan-2-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 c508863e-2d94-4044-ad6a-d0a65545659f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3R,6S)-3-[(3S,5R,10S,13R,14R,17R)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-(2-hydroxypropan-2-yl)oxan-2-one
SMILES (Canonical) CC1(C2CCC3=C(C2(CCC1O)C)CCC4(C3(CCC4C5CCC(OC5=O)C(C)(C)O)C)C)C
SMILES (Isomeric) C[C@]12CCC3=C([C@@]1(CC[C@@H]2[C@H]4CC[C@H](OC4=O)C(C)(C)O)C)CC[C@@H]5[C@@]3(CC[C@@H](C5(C)C)O)C
InChI InChI=1S/C30H48O4/c1-26(2)22-10-9-21-20(28(22,5)15-14-23(26)31)13-17-29(6)19(12-16-30(21,29)7)18-8-11-24(27(3,4)33)34-25(18)32/h18-19,22-24,31,33H,8-17H2,1-7H3/t18-,19-,22+,23+,24+,28-,29-,30+/m1/s1
InChI Key GACZXWAAWRFXNL-YFFZAEHLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H48O4
Molecular Weight 472.70 g/mol
Exact Mass 472.35526001 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 6.00
Atomic LogP (AlogP) 6.19
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (3R,6S)-3-[(3S,5R,10S,13R,14R,17R)-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-(2-hydroxypropan-2-yl)oxan-2-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9886 98.86%
Caco-2 + 0.6037 60.37%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.8285 82.85%
OATP2B1 inhibitior - 0.7152 71.52%
OATP1B1 inhibitior + 0.8421 84.21%
OATP1B3 inhibitior + 0.9136 91.36%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7071 70.71%
BSEP inhibitior + 0.6788 67.88%
P-glycoprotein inhibitior - 0.5159 51.59%
P-glycoprotein substrate - 0.8079 80.79%
CYP3A4 substrate + 0.6944 69.44%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8566 85.66%
CYP3A4 inhibition - 0.7868 78.68%
CYP2C9 inhibition - 0.8974 89.74%
CYP2C19 inhibition - 0.8910 89.10%
CYP2D6 inhibition - 0.9390 93.90%
CYP1A2 inhibition - 0.8508 85.08%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9101 91.01%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6062 60.62%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9352 93.52%
Skin irritation + 0.5887 58.87%
Skin corrosion - 0.9322 93.22%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5341 53.41%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.5632 56.32%
skin sensitisation - 0.7756 77.56%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.6066 60.66%
Acute Oral Toxicity (c) III 0.4952 49.52%
Estrogen receptor binding + 0.7488 74.88%
Androgen receptor binding + 0.7814 78.14%
Thyroid receptor binding + 0.6506 65.06%
Glucocorticoid receptor binding + 0.8114 81.14%
Aromatase binding + 0.6609 66.09%
PPAR gamma + 0.5724 57.24%
Honey bee toxicity - 0.8116 81.16%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9870 98.70%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.32% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.57% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.49% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.23% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.79% 91.11%
CHEMBL1871 P10275 Androgen Receptor 89.57% 96.43%
CHEMBL2581 P07339 Cathepsin D 88.87% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.01% 95.56%
CHEMBL259 P32245 Melanocortin receptor 4 87.91% 95.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.38% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.15% 94.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.74% 93.04%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.61% 99.23%
CHEMBL204 P00734 Thrombin 84.46% 96.01%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 84.15% 88.84%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 83.30% 92.78%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.94% 92.94%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.13% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.76% 95.89%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 81.74% 85.11%
CHEMBL5028 O14672 ADAM10 81.46% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.33% 86.33%

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 102078171
LOTUS LTS0196573
wikiData Q105005311