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(1'R,2'S,4S,4'S,5'R,9'S,10'S,13'R)-1-[2-[(1R,4aR,8aR)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2'-acetyloxy-5',9'-dimethyl-15'-oxospiro[cyclohexene-4,14'-tetracyclo[11.2.1.01,10.04,9]hexadecane]-5'-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 b10a79d5-cba8-4745-96af-c1ab3b6bf395
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1'R,2'S,4S,4'S,5'R,9'S,10'S,13'R)-1-[2-[(1R,4aR,8aR)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2'-acetyloxy-5',9'-dimethyl-15'-oxospiro[cyclohexene-4,14'-tetracyclo[11.2.1.01,10.04,9]hexadecane]-5'-carboxylic acid
SMILES (Canonical) CC(=O)OC1CC2C(CCCC2(C)C(=O)O)(C3C14CC(CC3)C5(C4=O)CCC(=CC5)CCC6C(=C)CCC7C6(CCCC7(C)C)C)C
SMILES (Isomeric) CC(=O)O[C@H]1C[C@H]2[C@@](CCC[C@@]2(C)C(=O)O)([C@H]3[C@]14C[C@@H](CC3)[C@]5(C4=O)CCC(=CC5)CC[C@@H]6C(=C)CC[C@H]7[C@]6(CCCC7(C)C)C)C
InChI InChI=1S/C42H62O5/c1-26-10-14-31-37(3,4)18-8-19-38(31,5)30(26)13-11-28-16-22-41(23-17-28)29-12-15-32-39(6)20-9-21-40(7,36(45)46)33(39)24-34(47-27(2)43)42(32,25-29)35(41)44/h16,29-34H,1,8-15,17-25H2,2-7H3,(H,45,46)/t29-,30-,31-,32+,33+,34+,38+,39+,40-,41-,42-/m1/s1
InChI Key APTYMLOLERDMRK-FQPZWGHWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H62O5
Molecular Weight 646.90 g/mol
Exact Mass 646.45972507 g/mol
Topological Polar Surface Area (TPSA) 80.70 Ų
XlogP 9.70
Atomic LogP (AlogP) 9.88
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1'R,2'S,4S,4'S,5'R,9'S,10'S,13'R)-1-[2-[(1R,4aR,8aR)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2'-acetyloxy-5',9'-dimethyl-15'-oxospiro[cyclohexene-4,14'-tetracyclo[11.2.1.01,10.04,9]hexadecane]-5'-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 + 0.9890 98.90%
Caco-2 - 0.8041 80.41%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8164 81.64%
OATP2B1 inhibitior - 0.5668 56.68%
OATP1B1 inhibitior + 0.8098 80.98%
OATP1B3 inhibitior - 0.5976 59.76%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7032 70.32%
BSEP inhibitior + 0.8767 87.67%
P-glycoprotein inhibitior + 0.7744 77.44%
P-glycoprotein substrate + 0.5536 55.36%
CYP3A4 substrate + 0.7268 72.68%
CYP2C9 substrate - 0.6069 60.69%
CYP2D6 substrate - 0.8682 86.82%
CYP3A4 inhibition - 0.7833 78.33%
CYP2C9 inhibition - 0.6491 64.91%
CYP2C19 inhibition - 0.7628 76.28%
CYP2D6 inhibition - 0.9626 96.26%
CYP1A2 inhibition - 0.7208 72.08%
CYP2C8 inhibition + 0.7802 78.02%
CYP inhibitory promiscuity - 0.8749 87.49%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6590 65.90%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9098 90.98%
Skin irritation + 0.5753 57.53%
Skin corrosion - 0.9486 94.86%
Ames mutagenesis - 0.6191 61.91%
Human Ether-a-go-go-Related Gene inhibition - 0.4641 46.41%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.6697 66.97%
skin sensitisation - 0.7414 74.14%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.4780 47.80%
Acute Oral Toxicity (c) I 0.4241 42.41%
Estrogen receptor binding + 0.7119 71.19%
Androgen receptor binding + 0.7051 70.51%
Thyroid receptor binding - 0.5196 51.96%
Glucocorticoid receptor binding + 0.7344 73.44%
Aromatase binding + 0.6596 65.96%
PPAR gamma + 0.5533 55.33%
Honey bee toxicity - 0.7253 72.53%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5149 51.49%
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
CHEMBL4040 P28482 MAP kinase ERK2 99.64% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.94% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.53% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.32% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.27% 96.09%
CHEMBL2581 P07339 Cathepsin D 91.46% 98.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.28% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 88.05% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.75% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.30% 97.09%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 85.22% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.15% 86.33%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 84.14% 95.17%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.96% 94.62%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.66% 82.69%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.33% 94.08%
CHEMBL237 P41145 Kappa opioid receptor 81.34% 98.10%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.97% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.86% 93.04%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.06% 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.
Xylopia emarginata

Cross-Links

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PubChem 162982885
LOTUS LTS0171350
wikiData Q104916547