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methyl (1R,4aS,5R,6R,8S,8aR)-6,8-dihydroxy-1,4a,6-trimethyl-5-[(E)-3-methyl-5-[(2S)-3-methyl-5-oxo-2H-furan-2-yl]pent-3-enyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylate

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 85da118d-0c1e-4076-9adb-66c873c131e0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name methyl (1R,4aS,5R,6R,8S,8aR)-6,8-dihydroxy-1,4a,6-trimethyl-5-[(E)-3-methyl-5-[(2S)-3-methyl-5-oxo-2H-furan-2-yl]pent-3-enyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylate
SMILES (Canonical) CC1=CC(=O)OC1CC=C(C)CCC2C3(CCCC(C3C(CC2(C)O)O)(C)C(=O)OC)C
SMILES (Isomeric) CC1=CC(=O)O[C@H]1C/C=C(\C)/CC[C@@H]2[C@]3(CCC[C@@]([C@@H]3[C@H](C[C@@]2(C)O)O)(C)C(=O)OC)C
InChI InChI=1S/C26H40O6/c1-16(8-10-19-17(2)14-21(28)32-19)9-11-20-24(3)12-7-13-25(4,23(29)31-6)22(24)18(27)15-26(20,5)30/h8,14,18-20,22,27,30H,7,9-13,15H2,1-6H3/b16-8+/t18-,19-,20+,22+,24+,25+,26+/m0/s1
InChI Key AXGMJVVDWMSLFF-KUGYBGHRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H40O6
Molecular Weight 448.60 g/mol
Exact Mass 448.28248899 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.09
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,4aS,5R,6R,8S,8aR)-6,8-dihydroxy-1,4a,6-trimethyl-5-[(E)-3-methyl-5-[(2S)-3-methyl-5-oxo-2H-furan-2-yl]pent-3-enyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9746 97.46%
Caco-2 - 0.5920 59.20%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7078 70.78%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7839 78.39%
OATP1B3 inhibitior + 0.8955 89.55%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6803 68.03%
BSEP inhibitior + 0.9761 97.61%
P-glycoprotein inhibitior + 0.6725 67.25%
P-glycoprotein substrate + 0.5800 58.00%
CYP3A4 substrate + 0.7097 70.97%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9095 90.95%
CYP3A4 inhibition - 0.5262 52.62%
CYP2C9 inhibition - 0.8137 81.37%
CYP2C19 inhibition - 0.8812 88.12%
CYP2D6 inhibition - 0.9484 94.84%
CYP1A2 inhibition - 0.7770 77.70%
CYP2C8 inhibition + 0.4482 44.82%
CYP inhibitory promiscuity - 0.8088 80.88%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5959 59.59%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.9432 94.32%
Skin irritation + 0.5223 52.23%
Skin corrosion - 0.9311 93.11%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4757 47.57%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6348 63.48%
skin sensitisation - 0.8684 86.84%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8673 86.73%
Acute Oral Toxicity (c) I 0.5102 51.02%
Estrogen receptor binding + 0.8182 81.82%
Androgen receptor binding + 0.6639 66.39%
Thyroid receptor binding + 0.5757 57.57%
Glucocorticoid receptor binding + 0.7821 78.21%
Aromatase binding + 0.6682 66.82%
PPAR gamma + 0.7306 73.06%
Honey bee toxicity - 0.8001 80.01%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9862 98.62%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.66% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.67% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.60% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.46% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.02% 97.25%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 91.16% 91.07%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.38% 96.09%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 87.02% 85.30%
CHEMBL2581 P07339 Cathepsin D 86.95% 98.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.99% 95.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.28% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.06% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 84.67% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.21% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.02% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 82.32% 94.73%
CHEMBL4040 P28482 MAP kinase ERK2 82.09% 83.82%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.64% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 81.05% 91.19%
CHEMBL4208 P20618 Proteasome component C5 80.63% 90.00%

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.
Salvia hypoleuca
Salvia sahendica

Cross-Links

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PubChem 162994837
LOTUS LTS0262137
wikiData Q104920529