(1R,2S,5S,8R,9R,10R,13R,14R,15R,16S,18R)-16-hydroxy-2-(hydroxymethyl)-1,14,17,17-tetramethyl-8-prop-1-en-2-ylpentacyclo[11.7.0.02,10.05,9.014,18]icosane-5,15-dicarboxylic acid

Details

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Internal ID f3a8e0f7-4b82-45f4-9262-c4649e189a97
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,2S,5S,8R,9R,10R,13R,14R,15R,16S,18R)-16-hydroxy-2-(hydroxymethyl)-1,14,17,17-tetramethyl-8-prop-1-en-2-ylpentacyclo[11.7.0.02,10.05,9.014,18]icosane-5,15-dicarboxylic acid
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C(C3(CC2)CO)(CCC5C4(C(C(C5(C)C)O)C(=O)O)C)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)CO)(CC[C@@H]5[C@@]4([C@H]([C@@H](C5(C)C)O)C(=O)O)C)C)C(=O)O
InChI InChI=1S/C30H46O6/c1-16(2)17-9-12-29(25(35)36)13-14-30(15-31)18(21(17)29)7-8-20-27(30,5)11-10-19-26(3,4)23(32)22(24(33)34)28(19,20)6/h17-23,31-32H,1,7-15H2,2-6H3,(H,33,34)(H,35,36)/t17-,18+,19-,20-,21+,22+,23-,27+,28-,29-,30-/m0/s1
InChI Key PESUICNHFIBIRR-ADCWDTJLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H46O6
Molecular Weight 502.70 g/mol
Exact Mass 502.32943918 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 6.20
Atomic LogP (AlogP) 4.98
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,5S,8R,9R,10R,13R,14R,15R,16S,18R)-16-hydroxy-2-(hydroxymethyl)-1,14,17,17-tetramethyl-8-prop-1-en-2-ylpentacyclo[11.7.0.02,10.05,9.014,18]icosane-5,15-dicarboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9717 97.17%
Caco-2 - 0.6988 69.88%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.7979 79.79%
OATP2B1 inhibitior - 0.5756 57.56%
OATP1B1 inhibitior + 0.8501 85.01%
OATP1B3 inhibitior - 0.3292 32.92%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5104 51.04%
BSEP inhibitior + 0.5578 55.78%
P-glycoprotein inhibitior - 0.6829 68.29%
P-glycoprotein substrate - 0.6300 63.00%
CYP3A4 substrate + 0.6501 65.01%
CYP2C9 substrate - 0.6653 66.53%
CYP2D6 substrate - 0.8586 85.86%
CYP3A4 inhibition - 0.8728 87.28%
CYP2C9 inhibition - 0.7047 70.47%
CYP2C19 inhibition - 0.8973 89.73%
CYP2D6 inhibition - 0.9261 92.61%
CYP1A2 inhibition - 0.8498 84.98%
CYP2C8 inhibition + 0.5786 57.86%
CYP inhibitory promiscuity - 0.7840 78.40%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7166 71.66%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.8964 89.64%
Skin irritation - 0.5116 51.16%
Skin corrosion - 0.9536 95.36%
Ames mutagenesis - 0.6664 66.64%
Human Ether-a-go-go-Related Gene inhibition - 0.5125 51.25%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7021 70.21%
skin sensitisation - 0.8061 80.61%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.5755 57.55%
Acute Oral Toxicity (c) III 0.5562 55.62%
Estrogen receptor binding + 0.7528 75.28%
Androgen receptor binding + 0.7631 76.31%
Thyroid receptor binding - 0.5071 50.71%
Glucocorticoid receptor binding + 0.6884 68.84%
Aromatase binding + 0.6882 68.82%
PPAR gamma + 0.5762 57.62%
Honey bee toxicity - 0.7471 74.71%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5800 58.00%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.47% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.46% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.44% 91.11%
CHEMBL2581 P07339 Cathepsin D 90.08% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 88.23% 90.17%
CHEMBL340 P08684 Cytochrome P450 3A4 86.16% 91.19%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.11% 96.38%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 86.01% 96.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.69% 95.50%
CHEMBL2996 Q05655 Protein kinase C delta 84.51% 97.79%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.08% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.89% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.14% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.85% 100.00%
CHEMBL233 P35372 Mu opioid receptor 80.55% 97.93%

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.
Ceanothus americanus

Cross-Links

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PubChem 163001977
LOTUS LTS0220330
wikiData Q105207325