PlantaeDB Logo
Login Sign-up

3-[(1S,4R,5R,8S,9S,11S,12S,13R)-12-ethenyl-11-hydroxy-4,8-dimethyl-5-[(2R)-6-methylhept-5-en-2-yl]-13-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]propanoic 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 48634eb1-7427-4237-8608-b005a4f006f7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name 3-[(1S,4R,5R,8S,9S,11S,12S,13R)-12-ethenyl-11-hydroxy-4,8-dimethyl-5-[(2R)-6-methylhept-5-en-2-yl]-13-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]propanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H46O3/c1-7-21-23(30)17-24-27(6)13-11-22(20(4)10-8-9-19(2)3)26(27,5)15-16-29(24)18-28(21,29)14-12-25(31)32/h7,9,20-24,30H,1,8,10-18H2,2-6H3,(H,31,32)/t20-,21-,22-,23+,24+,26-,27+,28-,29+/m1/s1
InChI Key JCKMCGRZLQGGCS-IRUUMJFPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C29H46O3
Molecular Weight 442.70 g/mol
Exact Mass 442.34469533 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 7.90
Atomic LogP (AlogP) 7.01
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

Top
BDBM50100939
3-[(2S,3S,3aR,4aS,6aR,7R,9aS,9bS)-7-((R)-1,5-Dimethyl-hex-4-enyl)-2-hydroxy-6a,9a-dimethyl-3-vinyl-decahydro-cyclopenta[a]cyclopropa[e]naphthalen-3a-yl]-propionic acid

2D Structure

Top
2D Structure of 3-[(1S,4R,5R,8S,9S,11S,12S,13R)-12-ethenyl-11-hydroxy-4,8-dimethyl-5-[(2R)-6-methylhept-5-en-2-yl]-13-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]propanoic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9950 99.50%
Caco-2 - 0.5809 58.09%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.7434 74.34%
OATP2B1 inhibitior - 0.7162 71.62%
OATP1B1 inhibitior + 0.8102 81.02%
OATP1B3 inhibitior + 0.7974 79.74%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.8306 83.06%
P-glycoprotein inhibitior - 0.5540 55.40%
P-glycoprotein substrate - 0.5586 55.86%
CYP3A4 substrate + 0.6615 66.15%
CYP2C9 substrate - 0.6653 66.53%
CYP2D6 substrate - 0.8408 84.08%
CYP3A4 inhibition - 0.7880 78.80%
CYP2C9 inhibition - 0.7842 78.42%
CYP2C19 inhibition - 0.8429 84.29%
CYP2D6 inhibition - 0.9492 94.92%
CYP1A2 inhibition - 0.8827 88.27%
CYP2C8 inhibition - 0.6589 65.89%
CYP inhibitory promiscuity - 0.7847 78.47%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6617 66.17%
Eye corrosion - 0.9941 99.41%
Eye irritation - 0.9503 95.03%
Skin irritation + 0.5727 57.27%
Skin corrosion - 0.9473 94.73%
Ames mutagenesis - 0.7678 76.78%
Human Ether-a-go-go-Related Gene inhibition - 0.5689 56.89%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.5661 56.61%
skin sensitisation - 0.5772 57.72%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.8915 89.15%
Acute Oral Toxicity (c) I 0.4877 48.77%
Estrogen receptor binding + 0.8093 80.93%
Androgen receptor binding + 0.7316 73.16%
Thyroid receptor binding + 0.6405 64.05%
Glucocorticoid receptor binding + 0.8064 80.64%
Aromatase binding + 0.7052 70.52%
PPAR gamma + 0.6467 64.67%
Honey bee toxicity - 0.7316 73.16%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6800 68.00%
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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.26% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.68% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 96.57% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.98% 94.45%
CHEMBL2581 P07339 Cathepsin D 94.54% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 93.11% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.72% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.68% 91.11%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.29% 93.56%
CHEMBL237 P41145 Kappa opioid receptor 87.73% 98.10%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.43% 93.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 86.32% 89.50%
CHEMBL236 P41143 Delta opioid receptor 85.27% 99.35%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.32% 97.09%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.59% 98.75%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.58% 91.24%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.55% 95.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.98% 91.07%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.94% 93.03%
CHEMBL2514 O95665 Neurotensin receptor 2 81.04% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.93% 100.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.56% 94.62%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.44% 90.71%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.29% 95.50%

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.
Stenostomum acutatum

Cross-Links

Top
PubChem 9846219
LOTUS LTS0040081
wikiData Q105124883