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(3S,5aS,5bR,7aS,8S,11aS,11bR,13S,13aR)-8-ethyl-13-(3-hydroxybutanoyl)-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 5612bcb8-8b36-45a8-afbd-ecb68132a2d6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Scalarane sesterterpenoids
IUPAC Name (3S,5aS,5bR,7aS,8S,11aS,11bR,13S,13aR)-8-ethyl-13-(3-hydroxybutanoyl)-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) CCC1(CCCC2(C1CCC3(C2CC(C4(C3CCC5=C4C(=O)OC5C)C)C(=O)CC(C)O)C)C)C
SMILES (Isomeric) CC[C@]1(CCC[C@]2([C@H]1CC[C@@]3([C@@H]2C[C@@H]([C@]4([C@H]3CCC5=C4C(=O)O[C@H]5C)C)C(=O)CC(C)O)C)C)C
InChI InChI=1S/C31H48O4/c1-8-28(4)13-9-14-29(5)23(28)12-15-30(6)24-11-10-20-19(3)35-27(34)26(20)31(24,7)21(17-25(29)30)22(33)16-18(2)32/h18-19,21,23-25,32H,8-17H2,1-7H3/t18?,19-,21+,23-,24-,25+,28-,29-,30-,31-/m0/s1
InChI Key WLPXWYPAHHLDNI-CTGUAXMKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H48O4
Molecular Weight 484.70 g/mol
Exact Mass 484.35526001 g/mol
Topological Polar Surface Area (TPSA) 63.60 Ų
XlogP 6.90
Atomic LogP (AlogP) 6.64
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5aS,5bR,7aS,8S,11aS,11bR,13S,13aR)-8-ethyl-13-(3-hydroxybutanoyl)-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 - 0.5761 57.61%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6278 62.78%
OATP2B1 inhibitior - 0.7166 71.66%
OATP1B1 inhibitior + 0.8715 87.15%
OATP1B3 inhibitior + 0.9743 97.43%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.8597 85.97%
P-glycoprotein inhibitior - 0.4307 43.07%
P-glycoprotein substrate - 0.5158 51.58%
CYP3A4 substrate + 0.6775 67.75%
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 - 0.5898 58.98%
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 - 0.8830 88.30%
Skin irritation + 0.7505 75.05%
Skin corrosion - 0.8936 89.36%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3678 36.78%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.8264 82.64%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8361 83.61%
Acute Oral Toxicity (c) III 0.5773 57.73%
Estrogen receptor binding + 0.7353 73.53%
Androgen receptor binding + 0.6881 68.81%
Thyroid receptor binding + 0.5486 54.86%
Glucocorticoid receptor binding + 0.7851 78.51%
Aromatase binding + 0.7441 74.41%
PPAR gamma + 0.6351 63.51%
Honey bee toxicity - 0.8752 87.52%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6900 69.00%
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 98.37% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.66% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.11% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.66% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.88% 91.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 89.08% 96.38%
CHEMBL237 P41145 Kappa opioid receptor 88.93% 98.10%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.31% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.25% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.03% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.41% 89.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.85% 96.47%
CHEMBL299 P17252 Protein kinase C alpha 85.38% 98.03%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.15% 93.04%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.49% 92.62%
CHEMBL221 P23219 Cyclooxygenase-1 83.04% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.56% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.87% 97.14%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.59% 90.08%
CHEMBL5028 O14672 ADAM10 81.50% 97.50%

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 101063422
LOTUS LTS0006254
wikiData Q105308154