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rel-(3R,4R,5aS,5bR,7aS,11aS,11bR,13R,13aS)-3-hydroxy-4-methoxy-5b,8,8,11a,13a-pentamethyl-1-oxo-1,3,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydrochryseno[2,1-c]furan-13-yl acetate

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 9e9127f2-59c5-4dd9-bcb5-fb6aeadf04f5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Scalarane sesterterpenoids
IUPAC Name [(3R,4R,5aS,5bR,7aS,11aS,11bR,13R,13aS)-3-hydroxy-4-methoxy-5b,8,8,11a,13a-pentamethyl-1-oxo-4,5,5a,6,7,7a,9,10,11,11b,12,13-dodecahydro-3H-phenanthro[2,1-e][2]benzofuran-13-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H42O6/c1-15(29)33-20-14-18-26(4)11-8-10-25(2,3)17(26)9-12-27(18,5)19-13-16(32-7)21-22(28(19,20)6)24(31)34-23(21)30/h16-20,23,30H,8-14H2,1-7H3/t16-,17+,18-,19+,20-,23-,26+,27-,28-/m1/s1
InChI Key PWNLVHXPDDFBAP-YJFPDCRJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H42O6
Molecular Weight 474.60 g/mol
Exact Mass 474.29813906 g/mol
Topological Polar Surface Area (TPSA) 82.10 Ų
XlogP 5.20
Atomic LogP (AlogP) 4.78
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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CHEMBL1773897
Q27136541
rel-(3R,4R,5aS,5bR,7aS,11aS,11bR,13R,13aS)-3-hydroxy-4-methoxy-5b,8,8,11a,13a-pentamethyl-1-oxo-1,3,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydrochryseno[2,1-c]furan-13-yl acetate

2D Structure

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2D Structure of rel-(3R,4R,5aS,5bR,7aS,11aS,11bR,13R,13aS)-3-hydroxy-4-methoxy-5b,8,8,11a,13a-pentamethyl-1-oxo-1,3,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydrochryseno[2,1-c]furan-13-yl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9880 98.80%
Caco-2 - 0.5154 51.54%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8044 80.44%
OATP2B1 inhibitior - 0.8637 86.37%
OATP1B1 inhibitior + 0.8373 83.73%
OATP1B3 inhibitior + 0.8983 89.83%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.9231 92.31%
P-glycoprotein inhibitior + 0.6848 68.48%
P-glycoprotein substrate - 0.7163 71.63%
CYP3A4 substrate + 0.7111 71.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8941 89.41%
CYP3A4 inhibition - 0.6389 63.89%
CYP2C9 inhibition - 0.7783 77.83%
CYP2C19 inhibition - 0.8634 86.34%
CYP2D6 inhibition - 0.9476 94.76%
CYP1A2 inhibition + 0.6062 60.62%
CYP2C8 inhibition - 0.5832 58.32%
CYP inhibitory promiscuity - 0.8738 87.38%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5304 53.04%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.8612 86.12%
Skin irritation + 0.5134 51.34%
Skin corrosion - 0.9198 91.98%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4161 41.61%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.8056 80.56%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.5894 58.94%
Acute Oral Toxicity (c) III 0.3829 38.29%
Estrogen receptor binding + 0.8152 81.52%
Androgen receptor binding + 0.6505 65.05%
Thyroid receptor binding + 0.5731 57.31%
Glucocorticoid receptor binding + 0.7870 78.70%
Aromatase binding + 0.8137 81.37%
PPAR gamma + 0.7458 74.58%
Honey bee toxicity - 0.7252 72.52%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9937 99.37%

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 97.03% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.47% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.45% 82.69%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.37% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.89% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.64% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.46% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.97% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 87.46% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.82% 97.14%
CHEMBL237 P41145 Kappa opioid receptor 85.29% 98.10%
CHEMBL5028 O14672 ADAM10 84.95% 97.50%
CHEMBL2581 P07339 Cathepsin D 84.74% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.69% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.57% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.01% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.84% 86.33%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.44% 93.04%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.45% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.25% 95.89%

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.
There are no matching plants.

Cross-Links

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PubChem 54582289
LOTUS LTS0156513
wikiData Q27136541