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3-O-[(3R,4aR,6S,6aS,10aS)-3-ethenyl-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-6-yl] 1-O-butyl 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 08dbefe2-46f5-4dbb-95d9-b4f1f3c7323b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 3-O-[(3R,4aR,6S,6aS,10aS)-3-ethenyl-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-6-yl] 1-O-butyl propanedioate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H44O5/c1-8-10-16-30-21(28)17-22(29)31-19-18-27(7)20(12-15-25(5,9-2)32-27)26(6)14-11-13-24(3,4)23(19)26/h9,19-20,23H,2,8,10-18H2,1,3-7H3/t19-,20?,23-,25-,26+,27+/m0/s1
InChI Key FLQJTWRILTVLCE-XRYUCQDSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H44O5
Molecular Weight 448.60 g/mol
Exact Mass 448.31887450 g/mol
Topological Polar Surface Area (TPSA) 61.80 Ų
XlogP 6.80
Atomic LogP (AlogP) 6.00
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-O-[(3R,4aR,6S,6aS,10aS)-3-ethenyl-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-6-yl] 1-O-butyl propanedioate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9863 98.63%
Caco-2 + 0.5000 50.00%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6500 65.00%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8429 84.29%
OATP1B3 inhibitior + 0.9120 91.20%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9596 95.96%
P-glycoprotein inhibitior + 0.7337 73.37%
P-glycoprotein substrate - 0.6359 63.59%
CYP3A4 substrate + 0.7210 72.10%
CYP2C9 substrate - 0.5875 58.75%
CYP2D6 substrate - 0.8600 86.00%
CYP3A4 inhibition - 0.5968 59.68%
CYP2C9 inhibition - 0.6924 69.24%
CYP2C19 inhibition - 0.5151 51.51%
CYP2D6 inhibition - 0.9390 93.90%
CYP1A2 inhibition - 0.7804 78.04%
CYP2C8 inhibition + 0.6773 67.73%
CYP inhibitory promiscuity - 0.8073 80.73%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6633 66.33%
Eye corrosion - 0.9764 97.64%
Eye irritation - 0.9054 90.54%
Skin irritation - 0.7370 73.70%
Skin corrosion - 0.9540 95.40%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7582 75.82%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.7351 73.51%
skin sensitisation - 0.7914 79.14%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.5333 53.33%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity + 0.7469 74.69%
Acute Oral Toxicity (c) III 0.7276 72.76%
Estrogen receptor binding + 0.6667 66.67%
Androgen receptor binding + 0.6304 63.04%
Thyroid receptor binding + 0.6657 66.57%
Glucocorticoid receptor binding + 0.8380 83.80%
Aromatase binding + 0.7195 71.95%
PPAR gamma + 0.5720 57.20%
Honey bee toxicity - 0.8300 83.00%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9949 99.49%

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 98.54% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.12% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.23% 97.25%
CHEMBL4302 P08183 P-glycoprotein 1 91.11% 92.98%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.08% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.68% 97.09%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 89.40% 96.00%
CHEMBL340 P08684 Cytochrome P450 3A4 89.29% 91.19%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 89.18% 90.24%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.70% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.81% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.61% 100.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 87.44% 82.50%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 86.19% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.43% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.37% 94.33%
CHEMBL1951 P21397 Monoamine oxidase A 83.96% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.74% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 83.29% 92.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.06% 91.24%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.49% 92.88%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.09% 91.03%
CHEMBL221 P23219 Cyclooxygenase-1 82.06% 90.17%
CHEMBL2243 O00519 Anandamide amidohydrolase 81.60% 97.53%
CHEMBL5028 O14672 ADAM10 81.13% 97.50%
CHEMBL233 P35372 Mu opioid receptor 81.05% 97.93%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.00% 100.00%
CHEMBL4370 P16662 UDP-glucuronosyltransferase 2B7 80.81% 100.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 80.66% 94.00%
CHEMBL2581 P07339 Cathepsin D 80.57% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.45% 82.69%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.31% 93.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.05% 91.07%

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.
Stemodia foliosa

Cross-Links

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PubChem 102394040
LOTUS LTS0208256
wikiData Q104997355