(1S,2R,5R,6R,7R,10S,13R,14R,17R,19S)-19-hydroxy-13,14,18,18-tetramethyl-7-prop-1-en-2-yl-20-oxahexacyclo[17.2.2.01,17.02,14.05,13.06,10]tricosane-10-carboxylic acid

Details

Top
Internal ID 5fd1463d-c1fd-4f73-aa1b-348d3ecb2275
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S,2R,5R,6R,7R,10S,13R,14R,17R,19S)-19-hydroxy-13,14,18,18-tetramethyl-7-prop-1-en-2-yl-20-oxahexacyclo[17.2.2.01,17.02,14.05,13.06,10]tricosane-10-carboxylic acid
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C(C3(CC2)C)(CCC5C46CCC(C5(C)C)(OC6)O)C)C(=O)O
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]([C@@]3(CC2)C)(CC[C@@H]5[C@]46CC[C@@](C5(C)C)(OC6)O)C)C(=O)O
InChI InChI=1S/C30H46O4/c1-18(2)19-9-12-28(24(31)32)14-13-26(5)20(23(19)28)7-8-22-27(26,6)11-10-21-25(3,4)30(33)16-15-29(21,22)17-34-30/h19-23,33H,1,7-17H2,2-6H3,(H,31,32)/t19-,20+,21-,22+,23+,26+,27+,28-,29+,30-/m0/s1
InChI Key KYHMRXXFJAZYRF-SZHLLIECSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H46O4
Molecular Weight 470.70 g/mol
Exact Mass 470.33960994 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 7.20
Atomic LogP (AlogP) 6.43
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1S,2R,5R,6R,7R,10S,13R,14R,17R,19S)-19-hydroxy-13,14,18,18-tetramethyl-7-prop-1-en-2-yl-20-oxahexacyclo[17.2.2.01,17.02,14.05,13.06,10]tricosane-10-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9816 98.16%
Caco-2 - 0.6309 63.09%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.8256 82.56%
OATP2B1 inhibitior - 0.5778 57.78%
OATP1B1 inhibitior + 0.8912 89.12%
OATP1B3 inhibitior + 0.8189 81.89%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6068 60.68%
BSEP inhibitior + 0.6818 68.18%
P-glycoprotein inhibitior - 0.7971 79.71%
P-glycoprotein substrate - 0.6345 63.45%
CYP3A4 substrate + 0.6404 64.04%
CYP2C9 substrate - 0.7981 79.81%
CYP2D6 substrate - 0.8639 86.39%
CYP3A4 inhibition - 0.7368 73.68%
CYP2C9 inhibition - 0.8659 86.59%
CYP2C19 inhibition - 0.8881 88.81%
CYP2D6 inhibition - 0.9365 93.65%
CYP1A2 inhibition - 0.7873 78.73%
CYP2C8 inhibition + 0.5769 57.69%
CYP inhibitory promiscuity - 0.9290 92.90%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6722 67.22%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9107 91.07%
Skin irritation + 0.5494 54.94%
Skin corrosion - 0.9435 94.35%
Ames mutagenesis - 0.6137 61.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4565 45.65%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6056 60.56%
skin sensitisation - 0.7578 75.78%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.6070 60.70%
Acute Oral Toxicity (c) III 0.6501 65.01%
Estrogen receptor binding + 0.7870 78.70%
Androgen receptor binding + 0.7654 76.54%
Thyroid receptor binding + 0.5535 55.35%
Glucocorticoid receptor binding + 0.7592 75.92%
Aromatase binding + 0.7565 75.65%
PPAR gamma + 0.5879 58.79%
Honey bee toxicity - 0.7596 75.96%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9920 99.20%

Targets

Top

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.05% 94.45%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 93.38% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 93.13% 96.38%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.79% 97.25%
CHEMBL233 P35372 Mu opioid receptor 90.33% 97.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.65% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 88.75% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.18% 100.00%
CHEMBL2581 P07339 Cathepsin D 86.47% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.06% 92.94%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.00% 93.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.92% 91.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.76% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.65% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.51% 96.77%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 81.86% 91.11%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.86% 82.50%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.08% 93.03%

Plants that contains it

Top
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.
Lantana camara

Cross-Links

Top
PubChem 162888335
LOTUS LTS0095770
wikiData Q105147728