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1-[(5S)-2-[(1E,3E,5E,7E,9E,11E,13E,15Z,17E)-18-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-5-methoxy-3,3-dimethylcyclopenten-1-yl]ethanone

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 4d4f21d0-f909-4786-a693-c3c63bdc1c16
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 1-[(5S)-2-[(1E,3E,5E,7E,9E,11E,13E,15Z,17E)-18-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-5-methoxy-3,3-dimethylcyclopenten-1-yl]ethanone
SMILES (Canonical) CC(=CC=CC=C(C)C=CC=C(C)C=CC12C(CC(CC1(O2)C)O)(C)C)C=CC=C(C)C=CC3=C(C(CC3(C)C)OC)C(=O)C
SMILES (Isomeric) C/C(=C\C=C\C=C(/C)\C=C\C=C(\C)/C=C/[C@]12[C@](O1)(C[C@H](CC2(C)C)O)C)/C=C/C=C(\C)/C=C/C3=C([C@H](CC3(C)C)OC)C(=O)C
InChI InChI=1S/C41H56O4/c1-29(18-14-20-31(3)22-23-35-37(33(5)42)36(44-11)28-38(35,6)7)16-12-13-17-30(2)19-15-21-32(4)24-25-41-39(8,9)26-34(43)27-40(41,10)45-41/h12-25,34,36,43H,26-28H2,1-11H3/b13-12+,18-14+,19-15+,23-22+,25-24+,29-16+,30-17+,31-20+,32-21-/t34-,36-,40+,41-/m0/s1
InChI Key TZVLSBKJAVHHRO-HGNXGVKUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H56O4
Molecular Weight 612.90 g/mol
Exact Mass 612.41786026 g/mol
Topological Polar Surface Area (TPSA) 59.10 Ų
XlogP 9.90
Atomic LogP (AlogP) 9.59
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[(5S)-2-[(1E,3E,5E,7E,9E,11E,13E,15Z,17E)-18-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-5-methoxy-3,3-dimethylcyclopenten-1-yl]ethanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9891 98.91%
Caco-2 - 0.8059 80.59%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.5209 52.09%
OATP2B1 inhibitior + 0.5710 57.10%
OATP1B1 inhibitior + 0.8200 82.00%
OATP1B3 inhibitior + 0.9502 95.02%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9947 99.47%
P-glycoprotein inhibitior + 0.8198 81.98%
P-glycoprotein substrate - 0.6094 60.94%
CYP3A4 substrate + 0.6937 69.37%
CYP2C9 substrate - 0.8032 80.32%
CYP2D6 substrate - 0.8674 86.74%
CYP3A4 inhibition - 0.7934 79.34%
CYP2C9 inhibition - 0.7545 75.45%
CYP2C19 inhibition - 0.6764 67.64%
CYP2D6 inhibition - 0.9482 94.82%
CYP1A2 inhibition - 0.7787 77.87%
CYP2C8 inhibition + 0.4458 44.58%
CYP inhibitory promiscuity - 0.9271 92.71%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8513 85.13%
Carcinogenicity (trinary) Non-required 0.6033 60.33%
Eye corrosion - 0.9829 98.29%
Eye irritation - 0.9112 91.12%
Skin irritation - 0.5813 58.13%
Skin corrosion - 0.9429 94.29%
Ames mutagenesis + 0.5030 50.30%
Human Ether-a-go-go-Related Gene inhibition + 0.7858 78.58%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.6264 62.64%
skin sensitisation - 0.6125 61.25%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.7836 78.36%
Acute Oral Toxicity (c) II 0.3702 37.02%
Estrogen receptor binding + 0.8437 84.37%
Androgen receptor binding + 0.7902 79.02%
Thyroid receptor binding + 0.7340 73.40%
Glucocorticoid receptor binding + 0.8343 83.43%
Aromatase binding + 0.5352 53.52%
PPAR gamma + 0.7376 73.76%
Honey bee toxicity - 0.6951 69.51%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9010 90.10%

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 97.58% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.28% 91.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.09% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.30% 89.00%
CHEMBL2061 P19793 Retinoid X receptor alpha 86.60% 91.67%
CHEMBL1870 P28702 Retinoid X receptor beta 84.89% 95.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.75% 96.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.42% 89.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.11% 96.95%
CHEMBL4040 P28482 MAP kinase ERK2 82.83% 83.82%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.83% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.27% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 81.89% 90.17%
CHEMBL2004 P48443 Retinoid X receptor gamma 81.81% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.64% 91.19%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.30% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.26% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.22% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.04% 95.89%

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.
Pittosporum tobira

Cross-Links

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PubChem 163014853
LOTUS LTS0241639
wikiData Q105268436