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4-O-[[(1R,2R,4aR,8aR)-1-[(E)-5-[4-[[(1R,2R,4aR,8aR)-1-[(E)-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]-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-2-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 fc83d06f-0411-487f-94c3-cdc110ef5b8b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name 4-O-[[(1R,2R,4aR,8aR)-1-[(E)-5-[4-[[(1R,2R,4aR,8aR)-1-[(E)-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]-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-2-yl]methyl] 1-O-methyl butanedioate
SMILES (Canonical) CC1=CCCC2C1(CCC(C2(C)CCC(=CCO)C)COC(=O)CCC(=O)OCC=C(C)CCC3(C(CCC4(C3CCC=C4C)C)COC(=O)CCC(=O)OC)C)C
SMILES (Isomeric) CC1=CCC[C@H]2[C@]1(CC[C@H]([C@]2(C)CC/C(=C/CO)/C)COC(=O)CCC(=O)OC/C=C(\C)/CC[C@]3([C@@H](CC[C@@]4([C@@H]3CCC=C4C)C)COC(=O)CCC(=O)OC)C)C
InChI InChI=1S/C49H76O9/c1-34(24-30-50)20-26-48(7)38(22-28-46(5)36(3)12-10-14-40(46)48)33-58-45(54)19-18-43(52)56-31-25-35(2)21-27-49(8)39(32-57-44(53)17-16-42(51)55-9)23-29-47(6)37(4)13-11-15-41(47)49/h12-13,24-25,38-41,50H,10-11,14-23,26-33H2,1-9H3/b34-24+,35-25+/t38-,39-,40-,41-,46-,47-,48-,49-/m0/s1
InChI Key BOEMOMZYCWHUMI-GFDDZBMFSA-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-[[(1R,2R,4aR,8aR)-1-[(E)-5-[4-[[(1R,2R,4aR,8aR)-1-[(E)-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]-1,4a,5-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-2-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 - 0.8352 83.52%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7877 78.77%
OATP2B1 inhibitior - 0.8600 86.00%
OATP1B1 inhibitior + 0.8713 87.13%
OATP1B3 inhibitior + 0.8569 85.69%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5771 57.71%
BSEP inhibitior + 0.9825 98.25%
P-glycoprotein inhibitior + 0.7725 77.25%
P-glycoprotein substrate - 0.6421 64.21%
CYP3A4 substrate + 0.6741 67.41%
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 + 0.5549 55.49%
CYP inhibitory promiscuity - 0.7772 77.72%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8620 86.20%
Carcinogenicity (trinary) Non-required 0.6651 66.51%
Eye corrosion - 0.9842 98.42%
Eye irritation - 0.9023 90.23%
Skin irritation - 0.7316 73.16%
Skin corrosion - 0.9819 98.19%
Ames mutagenesis - 0.6766 67.66%
Human Ether-a-go-go-Related Gene inhibition + 0.7361 73.61%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.5976 59.76%
skin sensitisation - 0.7635 76.35%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.6743 67.43%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity + 0.5130 51.30%
Acute Oral Toxicity (c) III 0.6916 69.16%
Estrogen receptor binding + 0.8049 80.49%
Androgen receptor binding + 0.7058 70.58%
Thyroid receptor binding + 0.5754 57.54%
Glucocorticoid receptor binding + 0.7150 71.50%
Aromatase binding + 0.6458 64.58%
PPAR gamma + 0.7255 72.55%
Honey bee toxicity - 0.8439 84.39%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6000 60.00%
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 99.85% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.23% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.20% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.18% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 90.68% 91.19%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.96% 95.50%
CHEMBL5028 O14672 ADAM10 86.44% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.14% 97.09%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.87% 96.90%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.79% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.26% 91.07%
CHEMBL1871 P10275 Androgen Receptor 82.92% 96.43%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.77% 97.25%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.66% 94.33%
CHEMBL3437 Q16853 Amine oxidase, copper containing 80.83% 94.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.81% 96.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.53% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.29% 93.00%
CHEMBL1937 Q92769 Histone deacetylase 2 80.04% 94.75%

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 162902900
LOTUS LTS0107092
wikiData Q104939188