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(1R,4aR,5S,8aR)-5-[[(1S,2S,7S,8R,10R,12S,17S)-9,15-dihydroxy-2,6,6-trimethyl-18-methylidene-13,16-dioxo-14-propan-2-yl-17-pentacyclo[8.6.2.01,12.02,7.08,12]octadec-14-enyl]methyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-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 747db6d3-28f3-4e4f-8449-141bfc1e4d25
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,4aR,5S,8aR)-5-[[(1S,2S,7S,8R,10R,12S,17S)-9,15-dihydroxy-2,6,6-trimethyl-18-methylidene-13,16-dioxo-14-propan-2-yl-17-pentacyclo[8.6.2.01,12.02,7.08,12]octadec-14-enyl]methyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
SMILES (Canonical) CC(C)C1=C(C(=O)C23C(C(=C)C4CC2(C1=O)C(C4O)C5C3(CCCC5(C)C)C)CC6C(=C)CCC7C6(CCCC7(C)C(=O)O)C)O
SMILES (Isomeric) CC(C)C1=C(C(=O)[C@]23[C@H](C(=C)[C@H]4C[C@]2(C1=O)[C@H](C4O)[C@@H]5[C@@]3(CCCC5(C)C)C)C[C@H]6C(=C)CC[C@@H]7[C@@]6(CCC[C@@]7(C)C(=O)O)C)O
InChI InChI=1S/C40H56O6/c1-20(2)27-30(42)33(44)40-25(18-24-21(3)12-13-26-36(24,7)15-11-16-37(26,8)34(45)46)22(4)23-19-39(40,32(27)43)28(29(23)41)31-35(5,6)14-10-17-38(31,40)9/h20,23-26,28-29,31,41-42H,3-4,10-19H2,1-2,5-9H3,(H,45,46)/t23-,24+,25+,26-,28-,29?,31+,36-,37-,38+,39-,40+/m1/s1
InChI Key ZKLSSAOXRSBTCQ-SBLYBPGCSA-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) 112.00 Ų
XlogP 7.40
Atomic LogP (AlogP) 7.86
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,4aR,5S,8aR)-5-[[(1S,2S,7S,8R,10R,12S,17S)-9,15-dihydroxy-2,6,6-trimethyl-18-methylidene-13,16-dioxo-14-propan-2-yl-17-pentacyclo[8.6.2.01,12.02,7.08,12]octadec-14-enyl]methyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-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 + 0.9813 98.13%
Caco-2 - 0.8022 80.22%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7762 77.62%
OATP2B1 inhibitior - 0.5689 56.89%
OATP1B1 inhibitior + 0.7382 73.82%
OATP1B3 inhibitior - 0.4023 40.23%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6782 67.82%
BSEP inhibitior + 0.8090 80.90%
P-glycoprotein inhibitior + 0.6918 69.18%
P-glycoprotein substrate + 0.5941 59.41%
CYP3A4 substrate + 0.7148 71.48%
CYP2C9 substrate - 0.5979 59.79%
CYP2D6 substrate - 0.8895 88.95%
CYP3A4 inhibition - 0.8508 85.08%
CYP2C9 inhibition - 0.6713 67.13%
CYP2C19 inhibition - 0.7908 79.08%
CYP2D6 inhibition - 0.9363 93.63%
CYP1A2 inhibition - 0.7933 79.33%
CYP2C8 inhibition + 0.7145 71.45%
CYP inhibitory promiscuity - 0.8777 87.77%
UGT catelyzed - 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6722 67.22%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9042 90.42%
Skin irritation + 0.5783 57.83%
Skin corrosion - 0.9397 93.97%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4598 45.98%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6601 66.01%
skin sensitisation - 0.6527 65.27%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.5618 56.18%
Acute Oral Toxicity (c) I 0.5338 53.38%
Estrogen receptor binding + 0.6717 67.17%
Androgen receptor binding + 0.7566 75.66%
Thyroid receptor binding + 0.5155 51.55%
Glucocorticoid receptor binding + 0.7589 75.89%
Aromatase binding + 0.7447 74.47%
PPAR gamma + 0.6307 63.07%
Honey bee toxicity - 0.7807 78.07%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6300 63.00%
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 97.86% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.99% 97.25%
CHEMBL2581 P07339 Cathepsin D 95.60% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.64% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.41% 90.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.48% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.12% 95.56%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 87.43% 93.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.15% 95.89%
CHEMBL237 P41145 Kappa opioid receptor 87.06% 98.10%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 86.88% 91.79%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.84% 96.38%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.81% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.72% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 86.22% 91.19%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 85.17% 95.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.85% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.74% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.66% 96.77%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.28% 96.47%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.91% 98.75%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.02% 91.07%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 82.90% 95.58%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.62% 93.56%

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.
Taiwania cryptomerioides

Cross-Links

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PubChem 101995367
LOTUS LTS0263404
wikiData Q105378566