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(1R,4aR,5S,8aR)-5-[[(1R,2S,7S,8R,9S,13S)-8-formyl-15-hydroxy-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

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 1ab67294-3bca-45a1-9373-583f517a7b8d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,4aR,5S,8aR)-5-[[(1R,2S,7S,8R,9S,13S)-8-formyl-15-hydroxy-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)C=O
SMILES (Isomeric) CC1=CC[C@]23[C@@H]([C@@H]4[C@@]([C@@]2([C@H]1C[C@H]5C(=C)CC[C@@H]6[C@@]5(CCC[C@@]6(C)C(=O)O)C)C(=O)C(=C(C3=O)C(C)C)O)(CCCC4(C)C)C)C=O
InChI InChI=1S/C40H56O6/c1-22(2)29-30(42)33(44)40-26(20-25-23(3)12-13-28-36(25,7)16-11-17-37(28,8)34(45)46)24(4)14-19-39(40,32(29)43)27(21-41)31-35(5,6)15-10-18-38(31,40)9/h14,21-22,25-28,31,42H,3,10-13,15-20H2,1-2,4-9H3,(H,45,46)/t25-,26-,27+,28+,31-,36+,37+,38-,39+,40+/m0/s1
InChI Key FUMYICULZZIYHM-LLEIPZFCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H56O6
Molecular Weight 632.90 g/mol
Exact Mass 632.40768950 g/mol
Topological Polar Surface Area (TPSA) 109.00 Ų
XlogP 7.70
Atomic LogP (AlogP) 8.46
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,4aR,5S,8aR)-5-[[(1R,2S,7S,8R,9S,13S)-8-formyl-15-hydroxy-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

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9838 98.38%
Caco-2 - 0.7819 78.19%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7998 79.98%
OATP2B1 inhibitior - 0.5718 57.18%
OATP1B1 inhibitior + 0.7166 71.66%
OATP1B3 inhibitior - 0.5070 50.70%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.6782 67.82%
BSEP inhibitior + 0.9776 97.76%
P-glycoprotein inhibitior + 0.7373 73.73%
P-glycoprotein substrate + 0.6095 60.95%
CYP3A4 substrate + 0.7026 70.26%
CYP2C9 substrate - 0.8093 80.93%
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 + 0.7634 76.34%
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 - 0.9177 91.77%
Skin irritation + 0.6211 62.11%
Skin corrosion - 0.9440 94.40%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6627 66.27%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6898 68.98%
skin sensitisation - 0.6286 62.86%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.6068 60.68%
Acute Oral Toxicity (c) I 0.6138 61.38%
Estrogen receptor binding + 0.6921 69.21%
Androgen receptor binding + 0.7493 74.93%
Thyroid receptor binding + 0.5785 57.85%
Glucocorticoid receptor binding + 0.7963 79.63%
Aromatase binding + 0.7394 73.94%
PPAR gamma + 0.6470 64.70%
Honey bee toxicity - 0.7544 75.44%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5900 59.00%
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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.62% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.36% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.72% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.95% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.93% 94.45%
CHEMBL233 P35372 Mu opioid receptor 92.50% 97.93%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.57% 90.71%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 90.21% 96.47%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 89.44% 91.79%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.25% 99.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.03% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.72% 89.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.57% 93.03%
CHEMBL340 P08684 Cytochrome P450 3A4 85.48% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.70% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.98% 93.04%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.96% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.65% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.63% 96.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.19% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.16% 95.50%

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.
Taiwania cryptomerioides

Cross-Links

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PubChem 101995365
LOTUS LTS0097551
wikiData Q105001841