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methyl (1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(Z)-3-(4-methoxyphenyl)prop-2-enoyl]oxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-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 35550d2b-4996-4203-aeb5-e95fdbd36f69
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(Z)-3-(4-methoxyphenyl)prop-2-enoyl]oxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate
SMILES (Canonical) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC(=O)C=CC6=CC=C(C=C6)OC)C)C)C2C1C)C)C(=O)OC
SMILES (Isomeric) C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OC(=O)/C=C\C6=CC=C(C=C6)OC)C)C)[C@@H]2[C@H]1C)C)C(=O)OC
InChI InChI=1S/C41H58O5/c1-26-18-23-41(36(43)45-9)25-24-39(6)30(35(41)27(26)2)15-16-32-38(5)21-20-33(37(3,4)31(38)19-22-40(32,39)7)46-34(42)17-12-28-10-13-29(44-8)14-11-28/h10-15,17,26-27,31-33,35H,16,18-25H2,1-9H3/b17-12-/t26-,27+,31+,32-,33+,35+,38+,39-,40-,41+/m1/s1
InChI Key RWAWTPSWDHPKOC-DLNQGORFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H58O5
Molecular Weight 630.90 g/mol
Exact Mass 630.42842495 g/mol
Topological Polar Surface Area (TPSA) 61.80 Ų
XlogP 10.30
Atomic LogP (AlogP) 9.45
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(Z)-3-(4-methoxyphenyl)prop-2-enoyl]oxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9970 99.70%
Caco-2 - 0.7901 79.01%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8716 87.16%
OATP2B1 inhibitior - 0.7179 71.79%
OATP1B1 inhibitior + 0.8215 82.15%
OATP1B3 inhibitior + 0.9164 91.64%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9856 98.56%
P-glycoprotein inhibitior + 0.8522 85.22%
P-glycoprotein substrate - 0.6103 61.03%
CYP3A4 substrate + 0.7161 71.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8652 86.52%
CYP3A4 inhibition + 0.5096 50.96%
CYP2C9 inhibition - 0.7092 70.92%
CYP2C19 inhibition - 0.5520 55.20%
CYP2D6 inhibition - 0.9443 94.43%
CYP1A2 inhibition - 0.6725 67.25%
CYP2C8 inhibition + 0.7899 78.99%
CYP inhibitory promiscuity - 0.8154 81.54%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8575 85.75%
Carcinogenicity (trinary) Non-required 0.6288 62.88%
Eye corrosion - 0.9940 99.40%
Eye irritation - 0.9293 92.93%
Skin irritation - 0.6820 68.20%
Skin corrosion - 0.9772 97.72%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7885 78.85%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.5425 54.25%
skin sensitisation - 0.7606 76.06%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.8609 86.09%
Acute Oral Toxicity (c) III 0.7055 70.55%
Estrogen receptor binding + 0.7739 77.39%
Androgen receptor binding + 0.7922 79.22%
Thyroid receptor binding + 0.6211 62.11%
Glucocorticoid receptor binding + 0.8593 85.93%
Aromatase binding + 0.7320 73.20%
PPAR gamma + 0.7488 74.88%
Honey bee toxicity - 0.7449 74.49%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6000 60.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.44% 91.11%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 96.94% 85.30%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.60% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.75% 96.09%
CHEMBL3192 Q9BY41 Histone deacetylase 8 95.44% 93.99%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.00% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.90% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.88% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 88.07% 90.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.52% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.02% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 84.74% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.36% 97.14%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.23% 91.03%
CHEMBL5028 O14672 ADAM10 81.60% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.50% 99.17%
CHEMBL4208 P20618 Proteasome component C5 80.31% 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.
Eucalyptus globulus

Cross-Links

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PubChem 102066697
LOTUS LTS0023107
wikiData Q105246411