4-O-[(E)-5-[(1S,2R,4aS,8aR)-4a-[(4-methoxy-4-oxobutanoyl)oxymethyl]-1,2,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enyl] 1-O-methyl butanedioate

Details

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Internal ID 6789e5e1-c714-4cbd-9dc4-ba15de4bc415
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name 4-O-[(E)-5-[(1S,2R,4aS,8aR)-4a-[(4-methoxy-4-oxobutanoyl)oxymethyl]-1,2,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enyl] 1-O-methyl butanedioate
SMILES (Canonical) CC1CCC2(C(C1(C)CCC(=CCOC(=O)CCC(=O)OC)C)CCC=C2C)COC(=O)CCC(=O)OC
SMILES (Isomeric) C[C@@H]1CC[C@@]2([C@@H]([C@@]1(C)CC/C(=C/COC(=O)CCC(=O)OC)/C)CCC=C2C)COC(=O)CCC(=O)OC
InChI InChI=1S/C30H46O8/c1-21(16-19-37-27(33)12-10-25(31)35-5)14-17-29(4)22(2)15-18-30(23(3)8-7-9-24(29)30)20-38-28(34)13-11-26(32)36-6/h8,16,22,24H,7,9-15,17-20H2,1-6H3/b21-16+/t22-,24-,29+,30-/m1/s1
InChI Key VZBWBMWJCQQGKZ-MCXJJSTDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H46O8
Molecular Weight 534.70 g/mol
Exact Mass 534.31926842 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 5.20
Atomic LogP (AlogP) 5.48
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-O-[(E)-5-[(1S,2R,4aS,8aR)-4a-[(4-methoxy-4-oxobutanoyl)oxymethyl]-1,2,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpent-2-enyl] 1-O-methyl butanedioate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9847 98.47%
Caco-2 - 0.7285 72.85%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7752 77.52%
OATP2B1 inhibitior - 0.7171 71.71%
OATP1B1 inhibitior + 0.8684 86.84%
OATP1B3 inhibitior + 0.9186 91.86%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9683 96.83%
P-glycoprotein inhibitior + 0.8600 86.00%
P-glycoprotein substrate - 0.6517 65.17%
CYP3A4 substrate + 0.6718 67.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.7729 77.29%
CYP2C9 inhibition - 0.8735 87.35%
CYP2C19 inhibition - 0.7740 77.40%
CYP2D6 inhibition - 0.9304 93.04%
CYP1A2 inhibition - 0.8676 86.76%
CYP2C8 inhibition + 0.5849 58.49%
CYP inhibitory promiscuity - 0.6711 67.11%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8220 82.20%
Carcinogenicity (trinary) Non-required 0.5770 57.70%
Eye corrosion - 0.9790 97.90%
Eye irritation - 0.9087 90.87%
Skin irritation - 0.7858 78.58%
Skin corrosion - 0.9864 98.64%
Ames mutagenesis - 0.6754 67.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6717 67.17%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.5584 55.84%
skin sensitisation - 0.7609 76.09%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.6521 65.21%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.7089 70.89%
Acute Oral Toxicity (c) III 0.5847 58.47%
Estrogen receptor binding + 0.7411 74.11%
Androgen receptor binding + 0.6162 61.62%
Thyroid receptor binding + 0.5196 51.96%
Glucocorticoid receptor binding + 0.7717 77.17%
Aromatase binding + 0.6691 66.91%
PPAR gamma - 0.5440 54.40%
Honey bee toxicity - 0.8035 80.35%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9974 99.74%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.06% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.38% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.91% 94.45%
CHEMBL5028 O14672 ADAM10 87.87% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.77% 91.07%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.12% 97.25%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.82% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 84.72% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.72% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.47% 100.00%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 83.73% 85.30%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.68% 95.56%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.75% 96.90%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.94% 91.24%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 80.78% 98.99%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.65% 82.69%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.07% 93.03%
CHEMBL4040 P28482 MAP kinase ERK2 80.04% 83.82%

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.
Chrysothamnus stylosus

Cross-Links

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PubChem 14020113
LOTUS LTS0081633
wikiData Q105299630