PlantaeDB Logo
Login Sign-up

(2S,6S,8aS)-6-hydroxy-2-[(1S,2R,3R)-2-(2-hydroxyethyl)-2-methyl-3-[(1R)-1-[(1R,2R)-2-[(2R)-3-methylbutan-2-yl]cyclopropyl]ethyl]cyclopentyl]-8a-methyl-2,3,5,6,7,8-hexahydronaphthalen-1-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 ec56c8bc-ffd6-4e5a-a938-5fdc3726742a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (2S,6S,8aS)-6-hydroxy-2-[(1S,2R,3R)-2-(2-hydroxyethyl)-2-methyl-3-[(1R)-1-[(1R,2R)-2-[(2R)-3-methylbutan-2-yl]cyclopropyl]ethyl]cyclopentyl]-8a-methyl-2,3,5,6,7,8-hexahydronaphthalen-1-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H48O3/c1-17(2)18(3)23-16-24(23)19(4)25-9-10-26(29(25,6)13-14-30)22-8-7-20-15-21(31)11-12-28(20,5)27(22)32/h7,17-19,21-26,30-31H,8-16H2,1-6H3/t18-,19-,21+,22+,23-,24-,25-,26+,28+,29-/m1/s1
InChI Key DSTNRNOCVLVAAJ-NBBNOUBBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C29H48O3
Molecular Weight 444.70 g/mol
Exact Mass 444.36034539 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 6.30
Atomic LogP (AlogP) 6.03
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,6S,8aS)-6-hydroxy-2-[(1S,2R,3R)-2-(2-hydroxyethyl)-2-methyl-3-[(1R)-1-[(1R,2R)-2-[(2R)-3-methylbutan-2-yl]cyclopropyl]ethyl]cyclopentyl]-8a-methyl-2,3,5,6,7,8-hexahydronaphthalen-1-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 - 0.5330 53.30%
Blood Brain Barrier + 0.6385 63.85%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8528 85.28%
OATP2B1 inhibitior - 0.7209 72.09%
OATP1B1 inhibitior + 0.8325 83.25%
OATP1B3 inhibitior + 0.9673 96.73%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5102 51.02%
BSEP inhibitior + 0.7071 70.71%
P-glycoprotein inhibitior - 0.4918 49.18%
P-glycoprotein substrate + 0.5944 59.44%
CYP3A4 substrate + 0.6912 69.12%
CYP2C9 substrate - 0.8407 84.07%
CYP2D6 substrate - 0.7921 79.21%
CYP3A4 inhibition - 0.8111 81.11%
CYP2C9 inhibition - 0.8394 83.94%
CYP2C19 inhibition - 0.9313 93.13%
CYP2D6 inhibition - 0.9388 93.88%
CYP1A2 inhibition - 0.9133 91.33%
CYP2C8 inhibition + 0.4780 47.80%
CYP inhibitory promiscuity - 0.7276 72.76%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6065 60.65%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9548 95.48%
Skin irritation - 0.6447 64.47%
Skin corrosion - 0.9640 96.40%
Ames mutagenesis - 0.7144 71.44%
Human Ether-a-go-go-Related Gene inhibition - 0.5057 50.57%
Micronuclear - 0.8000 80.00%
Hepatotoxicity + 0.5829 58.29%
skin sensitisation - 0.7454 74.54%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.5931 59.31%
Estrogen receptor binding + 0.8114 81.14%
Androgen receptor binding + 0.7994 79.94%
Thyroid receptor binding + 0.6184 61.84%
Glucocorticoid receptor binding + 0.8226 82.26%
Aromatase binding + 0.5320 53.20%
PPAR gamma - 0.5305 53.05%
Honey bee toxicity - 0.7420 74.20%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9864 98.64%

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
CHEMBL226 P30542 Adenosine A1 receptor 98.11% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.42% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.61% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.02% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.49% 97.09%
CHEMBL2581 P07339 Cathepsin D 93.07% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.19% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.29% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.30% 90.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.21% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.50% 96.77%
CHEMBL2996 Q05655 Protein kinase C delta 86.83% 97.79%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.79% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.50% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 85.26% 90.17%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 83.12% 89.34%
CHEMBL299 P17252 Protein kinase C alpha 82.76% 98.03%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 82.17% 98.46%
CHEMBL255 P29275 Adenosine A2b receptor 82.09% 98.59%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.08% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.80% 93.04%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.57% 91.07%
CHEMBL4588 P22894 Matrix metalloproteinase 8 81.21% 94.66%

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 53381439
LOTUS LTS0218989
wikiData Q104988023