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[(1S,2R,4aS,5R,8aS)-2-acetyloxy-5-[(E)-5-hydroxy-3-methylpent-3-enyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl (E)-2-methylbut-2-enoate

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 403c4d30-ddfc-401c-8903-87f60bc43b3e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name [(1S,2R,4aS,5R,8aS)-2-acetyloxy-5-[(E)-5-hydroxy-3-methylpent-3-enyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OCC1(C2CCC(=C)C(C2(CCC1OC(=O)C)C)CCC(=CCO)C)C
SMILES (Isomeric) C/C=C(\C)/C(=O)OC[C@@]1([C@H]2CCC(=C)[C@H]([C@@]2(CC[C@H]1OC(=O)C)C)CC/C(=C/CO)/C)C
InChI InChI=1S/C27H42O5/c1-8-19(3)25(30)31-17-27(7)23-12-10-20(4)22(11-9-18(2)14-16-28)26(23,6)15-13-24(27)32-21(5)29/h8,14,22-24,28H,4,9-13,15-17H2,1-3,5-7H3/b18-14+,19-8+/t22-,23+,24-,26+,27-/m1/s1
InChI Key BPGDTGZEHASUTP-IVFZHYKMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H42O5
Molecular Weight 446.60 g/mol
Exact Mass 446.30322444 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 5.70
Atomic LogP (AlogP) 5.54
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,4aS,5R,8aS)-2-acetyloxy-5-[(E)-5-hydroxy-3-methylpent-3-enyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl (E)-2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9659 96.59%
Caco-2 + 0.4899 48.99%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8094 80.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8229 82.29%
OATP1B3 inhibitior + 0.8513 85.13%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.5771 57.71%
BSEP inhibitior + 0.9305 93.05%
P-glycoprotein inhibitior + 0.8031 80.31%
P-glycoprotein substrate - 0.7406 74.06%
CYP3A4 substrate + 0.7048 70.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9105 91.05%
CYP3A4 inhibition - 0.6184 61.84%
CYP2C9 inhibition - 0.8701 87.01%
CYP2C19 inhibition - 0.8175 81.75%
CYP2D6 inhibition - 0.9381 93.81%
CYP1A2 inhibition - 0.6934 69.34%
CYP2C8 inhibition + 0.6031 60.31%
CYP inhibitory promiscuity - 0.9034 90.34%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6436 64.36%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.8950 89.50%
Skin irritation + 0.5099 50.99%
Skin corrosion - 0.9689 96.89%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8284 82.84%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.6976 69.76%
skin sensitisation - 0.8621 86.21%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity + 0.5217 52.17%
Acute Oral Toxicity (c) III 0.8048 80.48%
Estrogen receptor binding + 0.8354 83.54%
Androgen receptor binding + 0.6725 67.25%
Thyroid receptor binding + 0.6165 61.65%
Glucocorticoid receptor binding + 0.7709 77.09%
Aromatase binding + 0.6884 68.84%
PPAR gamma + 0.7065 70.65%
Honey bee toxicity - 0.7701 77.01%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5455 54.55%
Fish aquatic toxicity + 0.9958 99.58%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.86% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.39% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.26% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.07% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 89.73% 83.82%
CHEMBL221 P23219 Cyclooxygenase-1 89.38% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.26% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.48% 91.19%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.74% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.21% 89.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.24% 91.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.85% 97.09%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.66% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.58% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.16% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.99% 99.17%
CHEMBL5028 O14672 ADAM10 81.82% 97.50%
CHEMBL1871 P10275 Androgen Receptor 81.10% 96.43%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.58% 94.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.17% 95.56%

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.
Ageratina palmeri

Cross-Links

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PubChem 162882106
LOTUS LTS0063079
wikiData Q104942124