(5beta,9alpha,10alpha,13S)-15-[(3,4-Dihydroxy-trans-cinnamoyl)oxy]labd-8(20)-en-19-oic acid

Details

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Internal ID f5a82899-0003-4269-9154-3921fc6e4411
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (1S,4aS,5R,8aS)-5-[(3S)-5-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3-methylpentyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
SMILES (Canonical) CC(CCC1C(=C)CCC2C1(CCCC2(C)C(=O)O)C)CCOC(=O)C=CC3=CC(=C(C=C3)O)O
SMILES (Isomeric) C[C@@H](CC[C@@H]1C(=C)CC[C@H]2[C@]1(CCC[C@]2(C)C(=O)O)C)CCOC(=O)/C=C/C3=CC(=C(C=C3)O)O
InChI InChI=1S/C29H40O6/c1-19(14-17-35-26(32)13-9-21-8-11-23(30)24(31)18-21)6-10-22-20(2)7-12-25-28(22,3)15-5-16-29(25,4)27(33)34/h8-9,11,13,18-19,22,25,30-31H,2,5-7,10,12,14-17H2,1,3-4H3,(H,33,34)/b13-9+/t19-,22+,25-,28-,29-/m0/s1
InChI Key SLUZPAKLAPWHGG-LHLWPZQGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H40O6
Molecular Weight 484.60 g/mol
Exact Mass 484.28248899 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 6.80
Atomic LogP (AlogP) 6.32
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5beta,9alpha,10alpha,13S)-15-[(3,4-Dihydroxy-trans-cinnamoyl)oxy]labd-8(20)-en-19-oic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9782 97.82%
Caco-2 - 0.7512 75.12%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.9062 90.62%
OATP2B1 inhibitior - 0.5716 57.16%
OATP1B1 inhibitior + 0.8623 86.23%
OATP1B3 inhibitior + 0.7891 78.91%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.7276 72.76%
BSEP inhibitior + 0.9768 97.68%
P-glycoprotein inhibitior + 0.6537 65.37%
P-glycoprotein substrate - 0.5686 56.86%
CYP3A4 substrate + 0.6786 67.86%
CYP2C9 substrate - 0.8032 80.32%
CYP2D6 substrate - 0.8847 88.47%
CYP3A4 inhibition - 0.6664 66.64%
CYP2C9 inhibition - 0.7384 73.84%
CYP2C19 inhibition - 0.6561 65.61%
CYP2D6 inhibition - 0.9151 91.51%
CYP1A2 inhibition + 0.6719 67.19%
CYP2C8 inhibition + 0.6730 67.30%
CYP inhibitory promiscuity - 0.8462 84.62%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6832 68.32%
Eye corrosion - 0.9934 99.34%
Eye irritation - 0.9321 93.21%
Skin irritation - 0.6459 64.59%
Skin corrosion - 0.9590 95.90%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6723 67.23%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.6389 63.89%
skin sensitisation - 0.8479 84.79%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.8912 89.12%
Acute Oral Toxicity (c) III 0.5794 57.94%
Estrogen receptor binding + 0.7624 76.24%
Androgen receptor binding + 0.8259 82.59%
Thyroid receptor binding + 0.6435 64.35%
Glucocorticoid receptor binding + 0.7243 72.43%
Aromatase binding + 0.6461 64.61%
PPAR gamma + 0.6251 62.51%
Honey bee toxicity - 0.8225 82.25%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6600 66.00%
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
CHEMBL1951 P21397 Monoamine oxidase A 99.47% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.16% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.35% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 95.00% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.01% 86.33%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.95% 96.38%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.28% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.47% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.94% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.80% 97.09%
CHEMBL2581 P07339 Cathepsin D 87.44% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.83% 96.09%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 86.42% 91.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.96% 89.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.86% 94.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.85% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.02% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.28% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.95% 100.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.21% 99.15%
CHEMBL340 P08684 Cytochrome P450 3A4 80.83% 91.19%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.60% 91.03%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.00% 89.62%

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.
Nuxia sphaerocephala

Cross-Links

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PubChem 11648747
LOTUS LTS0250062
wikiData Q105255658