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(1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(E)-3-(4-hydroxy-3-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-carboxylic acid

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 45e35531-5571-4309-ba92-dfd6866ead66
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(E)-3-(4-hydroxy-3-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-carboxylic acid
SMILES (Canonical) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC(=O)C=CC6=CC(=C(C=C6)O)OC)C)C)C2C1C)C)C(=O)O
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)O)OC)C)C)[C@@H]2[C@H]1C)C)C(=O)O
InChI InChI=1S/C40H56O6/c1-24-15-20-40(35(43)44)22-21-38(6)27(34(40)25(24)2)11-13-31-37(5)18-17-32(36(3,4)30(37)16-19-39(31,38)7)46-33(42)14-10-26-9-12-28(41)29(23-26)45-8/h9-12,14,23-25,30-32,34,41H,13,15-22H2,1-8H3,(H,43,44)/b14-10+/t24-,25+,30+,31-,32+,34+,37+,38-,39-,40+/m1/s1
InChI Key MUUJZDLSLYVJNR-MJOUZRFWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H56O6
Molecular Weight 632.90 g/mol
Exact Mass 632.40768950 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 9.60
Atomic LogP (AlogP) 9.07
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(E)-3-(4-hydroxy-3-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-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9935 99.35%
Caco-2 - 0.8002 80.02%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8677 86.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8026 80.26%
OATP1B3 inhibitior - 0.4478 44.78%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7071 70.71%
BSEP inhibitior + 0.9725 97.25%
P-glycoprotein inhibitior + 0.8078 80.78%
P-glycoprotein substrate - 0.5478 54.78%
CYP3A4 substrate + 0.7086 70.86%
CYP2C9 substrate - 0.8032 80.32%
CYP2D6 substrate - 0.8719 87.19%
CYP3A4 inhibition - 0.7047 70.47%
CYP2C9 inhibition - 0.6146 61.46%
CYP2C19 inhibition - 0.5684 56.84%
CYP2D6 inhibition - 0.8982 89.82%
CYP1A2 inhibition + 0.8105 81.05%
CYP2C8 inhibition + 0.8571 85.71%
CYP inhibitory promiscuity - 0.8465 84.65%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8863 88.63%
Carcinogenicity (trinary) Non-required 0.6548 65.48%
Eye corrosion - 0.9936 99.36%
Eye irritation - 0.9296 92.96%
Skin irritation - 0.6320 63.20%
Skin corrosion - 0.9577 95.77%
Ames mutagenesis - 0.8700 87.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6683 66.83%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.5459 54.59%
skin sensitisation - 0.7817 78.17%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.9263 92.63%
Acute Oral Toxicity (c) III 0.5003 50.03%
Estrogen receptor binding + 0.7889 78.89%
Androgen receptor binding + 0.7982 79.82%
Thyroid receptor binding + 0.5884 58.84%
Glucocorticoid receptor binding + 0.8549 85.49%
Aromatase binding + 0.7329 73.29%
PPAR gamma + 0.7530 75.30%
Honey bee toxicity - 0.7462 74.62%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5345 53.45%
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 99.30% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.21% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.95% 86.33%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 94.04% 85.30%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.98% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.24% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.95% 92.94%
CHEMBL340 P08684 Cytochrome P450 3A4 88.20% 91.19%
CHEMBL3194 P02766 Transthyretin 87.61% 90.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.27% 99.15%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.02% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.91% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.58% 95.89%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.08% 93.99%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.54% 97.14%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.04% 89.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.58% 99.17%
CHEMBL5028 O14672 ADAM10 80.39% 97.50%

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.
Maquira coriacea
Medinilla fengii

Cross-Links

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PubChem 101457855
LOTUS LTS0240045
wikiData Q105172743