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1-O-[(E)-5-[(1R,4aS,6S,8aS)-6-hydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-enyl] 3-O-[(2S,4aS,5R,8aS)-5-[(E)-5-hydroxy-3-methylpent-3-enyl]-1,1,4a,6-tetramethyl-2,3,4,5,8,8a-hexahydronaphthalen-2-yl] 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 36136b29-f8e6-4013-8f75-1482244f6f4a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name 1-O-[(E)-5-[(1R,4aS,6S,8aS)-6-hydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-enyl] 3-O-[(2S,4aS,5R,8aS)-5-[(E)-5-hydroxy-3-methylpent-3-enyl]-1,1,4a,6-tetramethyl-2,3,4,5,8,8a-hexahydronaphthalen-2-yl] propanedioate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C43H68O6/c1-28(21-25-44)11-15-33-31(4)14-18-35-41(7,8)37(20-24-43(33,35)10)49-39(47)27-38(46)48-26-22-29(2)12-16-32-30(3)13-17-34-40(5,6)36(45)19-23-42(32,34)9/h13-14,21-22,32-37,44-45H,11-12,15-20,23-27H2,1-10H3/b28-21+,29-22+/t32-,33-,34-,35-,36+,37+,42+,43+/m1/s1
InChI Key ZKPYMRHDNIJTEO-NDGTVPEESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C43H68O6
Molecular Weight 681.00 g/mol
Exact Mass 680.50158988 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 9.70
Atomic LogP (AlogP) 9.46
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-O-[(E)-5-[(1R,4aS,6S,8aS)-6-hydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-enyl] 3-O-[(2S,4aS,5R,8aS)-5-[(E)-5-hydroxy-3-methylpent-3-enyl]-1,1,4a,6-tetramethyl-2,3,4,5,8,8a-hexahydronaphthalen-2-yl] propanedioate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9822 98.22%
Caco-2 - 0.8223 82.23%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8890 88.90%
OATP2B1 inhibitior - 0.7140 71.40%
OATP1B1 inhibitior + 0.8675 86.75%
OATP1B3 inhibitior - 0.2416 24.16%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6369 63.69%
BSEP inhibitior + 0.9923 99.23%
P-glycoprotein inhibitior + 0.7731 77.31%
P-glycoprotein substrate - 0.6253 62.53%
CYP3A4 substrate + 0.7183 71.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8560 85.60%
CYP3A4 inhibition - 0.7481 74.81%
CYP2C9 inhibition - 0.8132 81.32%
CYP2C19 inhibition - 0.8826 88.26%
CYP2D6 inhibition - 0.9430 94.30%
CYP1A2 inhibition - 0.8514 85.14%
CYP2C8 inhibition + 0.5478 54.78%
CYP inhibitory promiscuity - 0.9145 91.45%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6652 66.52%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.9140 91.40%
Skin irritation - 0.6139 61.39%
Skin corrosion - 0.9706 97.06%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7341 73.41%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.6621 66.21%
skin sensitisation - 0.8309 83.09%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.8096 80.96%
Acute Oral Toxicity (c) III 0.6129 61.29%
Estrogen receptor binding + 0.7837 78.37%
Androgen receptor binding + 0.6418 64.18%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7114 71.14%
Aromatase binding + 0.6338 63.38%
PPAR gamma + 0.6831 68.31%
Honey bee toxicity - 0.7764 77.64%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9922 99.22%

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 97.07% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.43% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.29% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.67% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 87.35% 90.17%
CHEMBL4040 P28482 MAP kinase ERK2 86.53% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.67% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 84.47% 91.19%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.96% 94.33%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.41% 96.90%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.31% 100.00%
CHEMBL5028 O14672 ADAM10 83.13% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.06% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.61% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.55% 99.17%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.41% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.07% 92.62%

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.
Corymbium villosum

Cross-Links

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PubChem 13970414
LOTUS LTS0260941
wikiData Q105378650