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methyl 3-[(3S,3aR,5aS,6S,7S,9aR,9bR)-3-[(2S,5S)-5-acetyloxy-2-hydroxy-6-methylhept-6-en-2-yl]-6,9a,9b-trimethyl-7-prop-1-en-2-yl-1,2,3,3a,4,5,5a,7,8,9-decahydrocyclopenta[a]naphthalen-6-yl]propanoate

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

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Internal ID be3accf0-358e-4a21-8365-67c45bb8aa1b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
IUPAC Name methyl 3-[(3S,3aR,5aS,6S,7S,9aR,9bR)-3-[(2S,5S)-5-acetyloxy-2-hydroxy-6-methylhept-6-en-2-yl]-6,9a,9b-trimethyl-7-prop-1-en-2-yl-1,2,3,3a,4,5,5a,7,8,9-decahydrocyclopenta[a]naphthalen-6-yl]propanoate
SMILES (Canonical) CC(=C)C1CCC2(C(C1(C)CCC(=O)OC)CCC3C2(CCC3C(C)(CCC(C(=C)C)OC(=O)C)O)C)C
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@@]2([C@H]([C@@]1(C)CCC(=O)OC)CC[C@H]3[C@]2(CC[C@@H]3[C@](C)(CC[C@@H](C(=C)C)OC(=O)C)O)C)C
InChI InChI=1S/C33H54O5/c1-21(2)24-13-19-32(8)28(30(24,6)17-16-29(35)37-10)12-11-25-26(14-18-31(25,32)7)33(9,36)20-15-27(22(3)4)38-23(5)34/h24-28,36H,1,3,11-20H2,2,4-10H3/t24-,25+,26-,27-,28-,30-,31+,32+,33-/m0/s1
InChI Key NFDXIIWZWRCGCU-UQRHXPJDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H54O5
Molecular Weight 530.80 g/mol
Exact Mass 530.39712482 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 8.50
Atomic LogP (AlogP) 7.42
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 3-[(3S,3aR,5aS,6S,7S,9aR,9bR)-3-[(2S,5S)-5-acetyloxy-2-hydroxy-6-methylhept-6-en-2-yl]-6,9a,9b-trimethyl-7-prop-1-en-2-yl-1,2,3,3a,4,5,5a,7,8,9-decahydrocyclopenta[a]naphthalen-6-yl]propanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9885 98.85%
Caco-2 - 0.7506 75.06%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7736 77.36%
OATP2B1 inhibitior - 0.5632 56.32%
OATP1B1 inhibitior + 0.8528 85.28%
OATP1B3 inhibitior - 0.3142 31.42%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6553 65.53%
BSEP inhibitior + 0.8812 88.12%
P-glycoprotein inhibitior + 0.6497 64.97%
P-glycoprotein substrate + 0.6428 64.28%
CYP3A4 substrate + 0.7187 71.87%
CYP2C9 substrate - 0.7912 79.12%
CYP2D6 substrate - 0.8744 87.44%
CYP3A4 inhibition - 0.6722 67.22%
CYP2C9 inhibition - 0.7861 78.61%
CYP2C19 inhibition - 0.8652 86.52%
CYP2D6 inhibition - 0.9508 95.08%
CYP1A2 inhibition - 0.8447 84.47%
CYP2C8 inhibition + 0.6262 62.62%
CYP inhibitory promiscuity - 0.8221 82.21%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.7015 70.15%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.8941 89.41%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9693 96.93%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3781 37.81%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.6715 67.15%
skin sensitisation - 0.6857 68.57%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.6283 62.83%
Acute Oral Toxicity (c) III 0.6091 60.91%
Estrogen receptor binding + 0.6458 64.58%
Androgen receptor binding + 0.7381 73.81%
Thyroid receptor binding - 0.5196 51.96%
Glucocorticoid receptor binding + 0.7371 73.71%
Aromatase binding + 0.7221 72.21%
PPAR gamma + 0.6789 67.89%
Honey bee toxicity - 0.5852 58.52%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 1.0000 100.00%

Targets

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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 98.83% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.31% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.56% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.42% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.83% 85.14%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.44% 96.61%
CHEMBL4227 P25090 Lipoxin A4 receptor 90.50% 100.00%
CHEMBL2581 P07339 Cathepsin D 90.35% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.50% 97.09%
CHEMBL233 P35372 Mu opioid receptor 86.70% 97.93%
CHEMBL3437 Q16853 Amine oxidase, copper containing 86.01% 94.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.84% 82.69%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.22% 95.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.34% 92.62%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.89% 96.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.81% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 82.64% 91.19%
CHEMBL5028 O14672 ADAM10 82.53% 97.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.48% 94.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.22% 97.14%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.19% 96.90%
CHEMBL2996 Q05655 Protein kinase C delta 80.88% 97.79%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.72% 95.89%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 80.56% 95.17%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.27% 100.00%

Plants that contains it

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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.
Alnus japonica

Cross-Links

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PubChem 162891295
LOTUS LTS0014363
wikiData Q105178405