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3-O-[(1R,2S,4S)-1,3,3-trimethyl-2-bicyclo[2.2.1]heptanyl] 1-O-[(1S,4R,9R,10S,13S,16R)-5,5,9-trimethyl-14-methylidene-16-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] propanedioate

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 b1e95897-390b-4d69-8c46-dbf24e468bd1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name 3-O-[(1R,2S,4S)-1,3,3-trimethyl-2-bicyclo[2.2.1]heptanyl] 1-O-[(1S,4R,9R,10S,13S,16R)-5,5,9-trimethyl-14-methylidene-16-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] propanedioate
SMILES (Canonical) CC1(CCCC2(C1CCC34C2CCC(C3OC(=O)CC(=O)OC5C(C6CCC5(C6)C)(C)C)C(=C)C4)C)C
SMILES (Isomeric) C[C@@]12CC[C@@H](C1)C([C@H]2OC(=O)CC(=O)O[C@@H]3[C@H]4CC[C@@H]5[C@]3(CC[C@H]6[C@]5(CCCC6(C)C)C)CC4=C)(C)C
InChI InChI=1S/C33H50O4/c1-20-18-33-16-12-23-29(2,3)13-8-14-32(23,7)24(33)10-9-22(20)27(33)36-25(34)17-26(35)37-28-30(4,5)21-11-15-31(28,6)19-21/h21-24,27-28H,1,8-19H2,2-7H3/t21-,22-,23+,24-,27+,28+,31+,32+,33-/m0/s1
InChI Key LZODPHCMEDTLGU-PQZHZKDXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H50O4
Molecular Weight 510.70 g/mol
Exact Mass 510.37091007 g/mol
Topological Polar Surface Area (TPSA) 52.60 Ų
XlogP 8.90
Atomic LogP (AlogP) 7.65
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-O-[(1R,2S,4S)-1,3,3-trimethyl-2-bicyclo[2.2.1]heptanyl] 1-O-[(1S,4R,9R,10S,13S,16R)-5,5,9-trimethyl-14-methylidene-16-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] propanedioate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9932 99.32%
Caco-2 - 0.6568 65.68%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7217 72.17%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8510 85.10%
OATP1B3 inhibitior - 0.4288 42.88%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.7356 73.56%
P-glycoprotein inhibitior + 0.7681 76.81%
P-glycoprotein substrate - 0.6103 61.03%
CYP3A4 substrate + 0.6757 67.57%
CYP2C9 substrate - 0.7904 79.04%
CYP2D6 substrate - 0.8527 85.27%
CYP3A4 inhibition - 0.7444 74.44%
CYP2C9 inhibition - 0.7226 72.26%
CYP2C19 inhibition - 0.7591 75.91%
CYP2D6 inhibition - 0.9637 96.37%
CYP1A2 inhibition - 0.8214 82.14%
CYP2C8 inhibition + 0.6729 67.29%
CYP inhibitory promiscuity - 0.8275 82.75%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6213 62.13%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.8606 86.06%
Skin irritation + 0.5217 52.17%
Skin corrosion - 0.9556 95.56%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6858 68.58%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.6726 67.26%
skin sensitisation - 0.6789 67.89%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.5562 55.62%
Acute Oral Toxicity (c) I 0.3646 36.46%
Estrogen receptor binding + 0.8173 81.73%
Androgen receptor binding + 0.6724 67.24%
Thyroid receptor binding + 0.5607 56.07%
Glucocorticoid receptor binding + 0.7660 76.60%
Aromatase binding + 0.7293 72.93%
PPAR gamma + 0.7011 70.11%
Honey bee toxicity - 0.7669 76.69%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5850 58.50%
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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.18% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.46% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.83% 91.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 94.15% 96.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.74% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 91.20% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.96% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.57% 82.69%
CHEMBL2581 P07339 Cathepsin D 86.87% 98.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.55% 94.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.47% 95.50%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 85.60% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.64% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.27% 95.89%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 83.83% 95.58%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.23% 92.62%
CHEMBL237 P41145 Kappa opioid receptor 83.23% 98.10%
CHEMBL340 P08684 Cytochrome P450 3A4 82.47% 91.19%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.91% 93.04%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.74% 93.03%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.43% 91.24%

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.
Nardia scalaris

Cross-Links

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PubChem 162908397
LOTUS LTS0113350
wikiData Q105160039