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(3R,5aS,5bR,7aS,8S,11aS,11bR,13S,13aR)-8-ethyl-13-(3-hydroxypentanoyl)-3,5b,8,11a,13a-pentamethyl-4,5,5a,6,7,7a,9,10,11,11b,12,13-dodecahydro-3H-phenanthro[1,2-g][2]benzofuran-1-one

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 324ad1ac-91b1-4ce9-af67-4ef8e1a04634
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Scalarane sesterterpenoids
IUPAC Name (3R,5aS,5bR,7aS,8S,11aS,11bR,13S,13aR)-8-ethyl-13-(3-hydroxypentanoyl)-3,5b,8,11a,13a-pentamethyl-4,5,5a,6,7,7a,9,10,11,11b,12,13-dodecahydro-3H-phenanthro[1,2-g][2]benzofuran-1-one
SMILES (Canonical) CCC(CC(=O)C1CC2C3(CCCC(C3CCC2(C4C1(C5=C(CC4)C(OC5=O)C)C)C)(C)CC)C)O
SMILES (Isomeric) CCC(CC(=O)[C@H]1C[C@@H]2[C@]3(CCC[C@]([C@@H]3CC[C@]2([C@H]4[C@]1(C5=C(CC4)[C@H](OC5=O)C)C)C)(C)CC)C)O
InChI InChI=1S/C32H50O4/c1-8-20(33)17-23(34)22-18-26-30(5)15-10-14-29(4,9-2)24(30)13-16-31(26,6)25-12-11-21-19(3)36-28(35)27(21)32(22,25)7/h19-20,22,24-26,33H,8-18H2,1-7H3/t19-,20?,22-,24+,25+,26-,29+,30+,31+,32+/m1/s1
InChI Key IOZCBUZESNDLIP-XHOBLJLWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H50O4
Molecular Weight 498.70 g/mol
Exact Mass 498.37091007 g/mol
Topological Polar Surface Area (TPSA) 63.60 Ų
XlogP 7.40
Atomic LogP (AlogP) 7.03
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,5aS,5bR,7aS,8S,11aS,11bR,13S,13aR)-8-ethyl-13-(3-hydroxypentanoyl)-3,5b,8,11a,13a-pentamethyl-4,5,5a,6,7,7a,9,10,11,11b,12,13-dodecahydro-3H-phenanthro[1,2-g][2]benzofuran-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9962 99.62%
Caco-2 - 0.5779 57.79%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6278 62.78%
OATP2B1 inhibitior - 0.7149 71.49%
OATP1B1 inhibitior + 0.8518 85.18%
OATP1B3 inhibitior + 0.9743 97.43%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.9239 92.39%
P-glycoprotein inhibitior + 0.6205 62.05%
P-glycoprotein substrate + 0.5100 51.00%
CYP3A4 substrate + 0.6785 67.85%
CYP2C9 substrate - 0.7957 79.57%
CYP2D6 substrate - 0.9003 90.03%
CYP3A4 inhibition + 0.6428 64.28%
CYP2C9 inhibition - 0.9088 90.88%
CYP2C19 inhibition - 0.9345 93.45%
CYP2D6 inhibition - 0.9549 95.49%
CYP1A2 inhibition - 0.8389 83.89%
CYP2C8 inhibition + 0.4902 49.02%
CYP inhibitory promiscuity - 0.9075 90.75%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4891 48.91%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.8765 87.65%
Skin irritation + 0.7505 75.05%
Skin corrosion - 0.8936 89.36%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6465 64.65%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.8264 82.64%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8596 85.96%
Acute Oral Toxicity (c) III 0.5773 57.73%
Estrogen receptor binding + 0.7160 71.60%
Androgen receptor binding + 0.7129 71.29%
Thyroid receptor binding + 0.5161 51.61%
Glucocorticoid receptor binding + 0.7940 79.40%
Aromatase binding + 0.7416 74.16%
PPAR gamma + 0.6356 63.56%
Honey bee toxicity - 0.8608 86.08%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9947 99.47%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.89% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.78% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.25% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.02% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.37% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.97% 82.69%
CHEMBL237 P41145 Kappa opioid receptor 91.07% 98.10%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 88.92% 98.75%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.10% 96.38%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.89% 93.04%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.22% 89.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.63% 96.61%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.20% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.93% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.50% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 82.79% 90.17%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 82.78% 96.37%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.42% 92.62%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.23% 96.47%
CHEMBL5028 O14672 ADAM10 80.67% 97.50%
CHEMBL226 P30542 Adenosine A1 receptor 80.61% 95.93%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.19% 100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 101063425
LOTUS LTS0107045
wikiData Q105116997