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4-O-[[8-[5-[4-[[1-(5-hydroxy-3-methylpent-3-enyl)-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-2-yl]methoxy]-4-oxobutanoyl]oxy-3-methylpent-3-enyl]-4,7,8-trimethyl-1,2,5,6,7,8a-hexahydronaphthalen-4a-yl]methyl] 1-O-methyl butanedioate

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 cd382a56-88cb-478c-8694-9ea074a32724
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name 4-O-[[8-[5-[4-[[1-(5-hydroxy-3-methylpent-3-enyl)-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-2-yl]methoxy]-4-oxobutanoyl]oxy-3-methylpent-3-enyl]-4,7,8-trimethyl-1,2,5,6,7,8a-hexahydronaphthalen-4a-yl]methyl] 1-O-methyl butanedioate
SMILES (Canonical) CC1CCC2(C(C1(C)CCC(=CCOC(=O)CCC(=O)OCC3CCC4(C(C3(C)CCC(=CCO)C)CCC=C4C)C)C)CCC=C2C)COC(=O)CCC(=O)OC
SMILES (Isomeric) CC1CCC2(C(C1(C)CCC(=CCOC(=O)CCC(=O)OCC3CCC4(C(C3(C)CCC(=CCO)C)CCC=C4C)C)C)CCC=C2C)COC(=O)CCC(=O)OC
InChI InChI=1S/C49H76O9/c1-34(24-30-50)21-27-48(8)39(23-28-46(6)36(3)12-10-14-40(46)48)32-57-44(53)19-18-43(52)56-31-25-35(2)20-26-47(7)37(4)22-29-49(38(5)13-11-15-41(47)49)33-58-45(54)17-16-42(51)55-9/h12-13,24-25,37,39-41,50H,10-11,14-23,26-33H2,1-9H3
InChI Key LKTFLGCPESRNQD-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C49H76O9
Molecular Weight 809.10 g/mol
Exact Mass 808.54893400 g/mol
Topological Polar Surface Area (TPSA) 125.00 Ų
XlogP 10.30
Atomic LogP (AlogP) 10.35
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-O-[[8-[5-[4-[[1-(5-hydroxy-3-methylpent-3-enyl)-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-2-yl]methoxy]-4-oxobutanoyl]oxy-3-methylpent-3-enyl]-4,7,8-trimethyl-1,2,5,6,7,8a-hexahydronaphthalen-4a-yl]methyl] 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 + 0.9560 95.60%
Caco-2 - 0.8413 84.13%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7877 78.77%
OATP2B1 inhibitior - 0.8606 86.06%
OATP1B1 inhibitior + 0.8476 84.76%
OATP1B3 inhibitior + 0.8569 85.69%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5771 57.71%
BSEP inhibitior + 0.9740 97.40%
P-glycoprotein inhibitior + 0.7726 77.26%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7070 70.70%
CYP2C9 substrate - 0.8092 80.92%
CYP2D6 substrate - 0.8657 86.57%
CYP3A4 inhibition - 0.6729 67.29%
CYP2C9 inhibition - 0.8534 85.34%
CYP2C19 inhibition - 0.8180 81.80%
CYP2D6 inhibition - 0.9164 91.64%
CYP1A2 inhibition - 0.8064 80.64%
CYP2C8 inhibition + 0.7009 70.09%
CYP inhibitory promiscuity - 0.7772 77.72%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8620 86.20%
Carcinogenicity (trinary) Non-required 0.6651 66.51%
Eye corrosion - 0.9842 98.42%
Eye irritation - 0.9043 90.43%
Skin irritation - 0.7316 73.16%
Skin corrosion - 0.9819 98.19%
Ames mutagenesis - 0.6320 63.20%
Human Ether-a-go-go-Related Gene inhibition + 0.6919 69.19%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.5834 58.34%
skin sensitisation - 0.7635 76.35%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.6743 67.43%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.6377 63.77%
Acute Oral Toxicity (c) III 0.6916 69.16%
Estrogen receptor binding + 0.8154 81.54%
Androgen receptor binding + 0.6932 69.32%
Thyroid receptor binding + 0.5593 55.93%
Glucocorticoid receptor binding + 0.7420 74.20%
Aromatase binding + 0.6414 64.14%
PPAR gamma + 0.7178 71.78%
Honey bee toxicity - 0.7713 77.13%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9929 99.29%

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
CHEMBL4040 P28482 MAP kinase ERK2 98.54% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.93% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.30% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.64% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 89.66% 91.19%
CHEMBL5028 O14672 ADAM10 89.08% 97.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.45% 97.25%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.34% 95.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.90% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.49% 97.09%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 86.26% 96.90%
CHEMBL1871 P10275 Androgen Receptor 84.42% 96.43%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.09% 100.00%
CHEMBL4072 P07858 Cathepsin B 83.29% 93.67%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.05% 93.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.16% 94.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.76% 94.80%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.68% 82.69%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.29% 91.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.24% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.12% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.30% 86.33%

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 163093659
LOTUS LTS0085856
wikiData Q105153272