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methyl (3S)-3-[(3S,3aS,5aR,6S,7S,9R,9aR)-9-acetyloxy-3-[(3S,5R,6S)-5,6-dihydroxy-7,7-dimethyloxepan-3-yl]-3a,6,9a-trimethyl-7-prop-1-en-2-yl-2,3,4,5,5a,7,8,9-octahydrocyclopenta[a]naphthalen-6-yl]-3-acetyloxypropanoate

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 afa26444-5a46-47e4-902c-9fb3d3944ae3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name methyl (3S)-3-[(3S,3aS,5aR,6S,7S,9R,9aR)-9-acetyloxy-3-[(3S,5R,6S)-5,6-dihydroxy-7,7-dimethyloxepan-3-yl]-3a,6,9a-trimethyl-7-prop-1-en-2-yl-2,3,4,5,5a,7,8,9-octahydrocyclopenta[a]naphthalen-6-yl]-3-acetyloxypropanoate
SMILES (Canonical) CC(=C)C1CC(C2(C(C1(C)C(CC(=O)OC)OC(=O)C)CCC3(C2=CCC3C4CC(C(C(OC4)(C)C)O)O)C)C)OC(=O)C
SMILES (Isomeric) CC(=C)[C@@H]1C[C@H]([C@@]2([C@@H]([C@@]1(C)[C@H](CC(=O)OC)OC(=O)C)CC[C@@]3(C2=CC[C@H]3[C@@H]4C[C@H]([C@@H](C(OC4)(C)C)O)O)C)C)OC(=O)C
InChI InChI=1S/C35H54O9/c1-19(2)24-16-28(43-20(3)36)35(9)26-12-11-23(22-15-25(38)31(40)32(5,6)42-18-22)33(26,7)14-13-27(35)34(24,8)29(44-21(4)37)17-30(39)41-10/h12,22-25,27-29,31,38,40H,1,11,13-18H2,2-10H3/t22-,23+,24+,25-,27-,28-,29+,31+,33+,34+,35+/m1/s1
InChI Key HOACHHFCSGSFJK-SMYCZFAKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H54O9
Molecular Weight 618.80 g/mol
Exact Mass 618.37678330 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 4.90
Atomic LogP (AlogP) 4.92
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (3S)-3-[(3S,3aS,5aR,6S,7S,9R,9aR)-9-acetyloxy-3-[(3S,5R,6S)-5,6-dihydroxy-7,7-dimethyloxepan-3-yl]-3a,6,9a-trimethyl-7-prop-1-en-2-yl-2,3,4,5,5a,7,8,9-octahydrocyclopenta[a]naphthalen-6-yl]-3-acetyloxypropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9742 97.42%
Caco-2 - 0.7930 79.30%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8411 84.11%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8355 83.55%
OATP1B3 inhibitior + 0.9024 90.24%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8792 87.92%
BSEP inhibitior + 0.8553 85.53%
P-glycoprotein inhibitior + 0.7497 74.97%
P-glycoprotein substrate + 0.6360 63.60%
CYP3A4 substrate + 0.7432 74.32%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8509 85.09%
CYP3A4 inhibition - 0.6581 65.81%
CYP2C9 inhibition - 0.5673 56.73%
CYP2C19 inhibition - 0.7678 76.78%
CYP2D6 inhibition - 0.9472 94.72%
CYP1A2 inhibition - 0.7708 77.08%
CYP2C8 inhibition + 0.6664 66.64%
CYP inhibitory promiscuity - 0.9345 93.45%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6325 63.25%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9135 91.35%
Skin irritation - 0.5444 54.44%
Skin corrosion - 0.9397 93.97%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5124 51.24%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.6571 65.71%
skin sensitisation - 0.8846 88.46%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.6827 68.27%
Acute Oral Toxicity (c) I 0.4090 40.90%
Estrogen receptor binding + 0.7175 71.75%
Androgen receptor binding + 0.7080 70.80%
Thyroid receptor binding + 0.5155 51.55%
Glucocorticoid receptor binding + 0.7464 74.64%
Aromatase binding + 0.6784 67.84%
PPAR gamma + 0.6778 67.78%
Honey bee toxicity - 0.6403 64.03%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9955 99.55%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.49% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.31% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.12% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 97.45% 83.82%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.05% 85.14%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 92.10% 97.21%
CHEMBL340 P08684 Cytochrome P450 3A4 91.82% 91.19%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.79% 97.25%
CHEMBL5028 O14672 ADAM10 88.51% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.95% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.94% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.57% 82.69%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.78% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.45% 91.07%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.08% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.75% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.65% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.25% 96.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.64% 94.33%
CHEMBL1907598 P05106 Integrin alpha-V/beta-3 81.37% 95.71%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.19% 93.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.79% 95.89%
CHEMBL2581 P07339 Cathepsin D 80.26% 98.95%
CHEMBL1871 P10275 Androgen Receptor 80.06% 96.43%

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.
Trichilia elegans

Cross-Links

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PubChem 162911179
LOTUS LTS0052312
wikiData Q105031150