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3-O-[[(4aR,5R,6S,7R,8aR)-7-hydroxy-5-[2-[(3S,5R)-5-methoxyoxolan-3-yl]ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl] 1-O-methyl propanedioate

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 d8e7b12a-923e-4894-8264-0c0c44debf41
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
IUPAC Name 3-O-[[(4aR,5R,6S,7R,8aR)-7-hydroxy-5-[2-[(3S,5R)-5-methoxyoxolan-3-yl]ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl] 1-O-methyl propanedioate
SMILES (Canonical) CC1C(CC2(C(C1(C)CCC3CC(OC3)OC)CCC=C2COC(=O)CC(=O)OC)C)O
SMILES (Isomeric) C[C@@H]1[C@@H](C[C@@]2([C@@H]([C@@]1(C)CC[C@H]3C[C@@H](OC3)OC)CCC=C2COC(=O)CC(=O)OC)C)O
InChI InChI=1S/C25H40O7/c1-16-19(26)13-25(3)18(15-31-22(28)12-21(27)29-4)7-6-8-20(25)24(16,2)10-9-17-11-23(30-5)32-14-17/h7,16-17,19-20,23,26H,6,8-15H2,1-5H3/t16-,17+,19-,20-,23-,24+,25+/m1/s1
InChI Key CQFSHGWFBAMTPO-ZRGOZGPWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H40O7
Molecular Weight 452.60 g/mol
Exact Mass 452.27740361 g/mol
Topological Polar Surface Area (TPSA) 91.30 Ų
XlogP 3.90
Atomic LogP (AlogP) 3.63
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-O-[[(4aR,5R,6S,7R,8aR)-7-hydroxy-5-[2-[(3S,5R)-5-methoxyoxolan-3-yl]ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl] 1-O-methyl propanedioate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9774 97.74%
Caco-2 - 0.6135 61.35%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7839 78.39%
OATP2B1 inhibitior - 0.7114 71.14%
OATP1B1 inhibitior + 0.8646 86.46%
OATP1B3 inhibitior + 0.9692 96.92%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5021 50.21%
BSEP inhibitior + 0.9474 94.74%
P-glycoprotein inhibitior + 0.6605 66.05%
P-glycoprotein substrate + 0.6233 62.33%
CYP3A4 substrate + 0.7003 70.03%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8704 87.04%
CYP3A4 inhibition - 0.7265 72.65%
CYP2C9 inhibition - 0.8663 86.63%
CYP2C19 inhibition - 0.8829 88.29%
CYP2D6 inhibition - 0.9448 94.48%
CYP1A2 inhibition - 0.7970 79.70%
CYP2C8 inhibition + 0.6912 69.12%
CYP inhibitory promiscuity - 0.8964 89.64%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5469 54.69%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9060 90.60%
Skin irritation + 0.5086 50.86%
Skin corrosion - 0.9447 94.47%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5496 54.96%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5069 50.69%
skin sensitisation - 0.9034 90.34%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.5780 57.80%
Acute Oral Toxicity (c) I 0.4300 43.00%
Estrogen receptor binding + 0.7672 76.72%
Androgen receptor binding + 0.6073 60.73%
Thyroid receptor binding + 0.5742 57.42%
Glucocorticoid receptor binding + 0.7712 77.12%
Aromatase binding + 0.7620 76.20%
PPAR gamma + 0.5825 58.25%
Honey bee toxicity - 0.7474 74.74%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9798 97.98%

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 98.81% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.29% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.05% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.92% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 90.76% 83.82%
CHEMBL340 P08684 Cytochrome P450 3A4 89.57% 91.19%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.04% 97.25%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.09% 95.50%
CHEMBL221 P23219 Cyclooxygenase-1 85.88% 90.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.53% 99.17%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.60% 97.28%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.05% 97.14%
CHEMBL2996 Q05655 Protein kinase C delta 83.63% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.44% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.70% 91.07%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.26% 92.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.77% 85.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.50% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 81.31% 95.93%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 81.19% 88.84%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.19% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.35% 93.56%

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.
Baccharis trinervis

Cross-Links

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PubChem 163045558
LOTUS LTS0166580
wikiData Q104967964