(1R,4aR,5S)-5-[[(1R,2S,7S,8R,9R,13S)-8,15-dihydroxy-2,6,6,12-tetramethyl-14,17-dioxo-16-propan-2-yl-13-tetracyclo[7.4.4.01,9.02,7]heptadeca-11,15-dienyl]methyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid

Details

Top
Internal ID 987d63af-5b2f-4575-93c2-58a95e89f5bd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,4aR,5S)-5-[[(1R,2S,7S,8R,9R,13S)-8,15-dihydroxy-2,6,6,12-tetramethyl-14,17-dioxo-16-propan-2-yl-13-tetracyclo[7.4.4.01,9.02,7]heptadeca-11,15-dienyl]methyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
SMILES (Canonical) CC1=CCC23C(C4C(CCCC4(C2(C1CC5C(=C)CCC6C5(CCCC6(C)C(=O)O)C)C(=O)C(=C(C3=O)C(C)C)O)C)(C)C)O
SMILES (Isomeric) CC1=CC[C@]23[C@@H]([C@@H]4[C@@]([C@@]2([C@H]1C[C@H]5C(=C)CCC6[C@@]5(CCC[C@@]6(C)C(=O)O)C)C(=O)C(=C(C3=O)C(C)C)O)(CCCC4(C)C)C)O
InChI InChI=1S/C39H56O6/c1-21(2)27-28(40)31(42)39-25(20-24-22(3)12-13-26-35(24,7)16-11-17-36(26,8)33(44)45)23(4)14-19-38(39,30(27)41)32(43)29-34(5,6)15-10-18-37(29,39)9/h14,21,24-26,29,32,40,43H,3,10-13,15-20H2,1-2,4-9H3,(H,44,45)/t24-,25-,26?,29-,32+,35+,36+,37-,38-,39+/m0/s1
InChI Key HWFBTAUBJLSVOZ-MWOBUAHSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C39H56O6
Molecular Weight 620.90 g/mol
Exact Mass 620.40768950 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 7.60
Atomic LogP (AlogP) 8.01
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1R,4aR,5S)-5-[[(1R,2S,7S,8R,9R,13S)-8,15-dihydroxy-2,6,6,12-tetramethyl-14,17-dioxo-16-propan-2-yl-13-tetracyclo[7.4.4.01,9.02,7]heptadeca-11,15-dienyl]methyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9838 98.38%
Caco-2 - 0.7800 78.00%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7998 79.98%
OATP2B1 inhibitior - 0.7114 71.14%
OATP1B1 inhibitior + 0.7190 71.90%
OATP1B3 inhibitior - 0.5070 50.70%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6782 67.82%
BSEP inhibitior + 0.9414 94.14%
P-glycoprotein inhibitior + 0.6851 68.51%
P-glycoprotein substrate + 0.5694 56.94%
CYP3A4 substrate + 0.7042 70.42%
CYP2C9 substrate - 0.5976 59.76%
CYP2D6 substrate - 0.8935 89.35%
CYP3A4 inhibition - 0.8367 83.67%
CYP2C9 inhibition - 0.7887 78.87%
CYP2C19 inhibition - 0.8488 84.88%
CYP2D6 inhibition - 0.9396 93.96%
CYP1A2 inhibition - 0.8420 84.20%
CYP2C8 inhibition + 0.6957 69.57%
CYP inhibitory promiscuity - 0.8618 86.18%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6657 66.57%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9152 91.52%
Skin irritation + 0.6211 62.11%
Skin corrosion - 0.9440 94.40%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6593 65.93%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6326 63.26%
skin sensitisation - 0.6286 62.86%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.5416 54.16%
Acute Oral Toxicity (c) I 0.6138 61.38%
Estrogen receptor binding + 0.6786 67.86%
Androgen receptor binding + 0.7526 75.26%
Thyroid receptor binding + 0.5390 53.90%
Glucocorticoid receptor binding + 0.7781 77.81%
Aromatase binding + 0.7606 76.06%
PPAR gamma + 0.6094 60.94%
Honey bee toxicity - 0.7881 78.81%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.50% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.40% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.91% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.54% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 92.35% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.09% 95.56%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 91.23% 91.79%
CHEMBL4040 P28482 MAP kinase ERK2 90.25% 83.82%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 90.00% 93.03%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.42% 96.47%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.15% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.63% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.43% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.71% 89.00%
CHEMBL233 P35372 Mu opioid receptor 84.54% 97.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.02% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.67% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.87% 97.09%

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.
Taiwania cryptomerioides

Cross-Links

Top
PubChem 102426161
LOTUS LTS0243984
wikiData Q105034636