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[(3S,4R,5As,5bR,7aS,8S,11aS,11bR,13R,13aS)-8-ethyl-4-hydroxy-3,5b,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] 3-hydroxypentanoate

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 3b292d35-c8d0-4d11-9fba-19456c8cac4f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Scalarane sesterterpenoids
IUPAC Name [(3S,4R,5aS,5bR,7aS,8S,11aS,11bR,13R,13aS)-8-ethyl-4-hydroxy-3,5b,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] 3-hydroxypentanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H50O6/c1-8-19(33)15-25(35)38-24-17-22-30(5)13-10-12-29(4,9-2)21(30)11-14-31(22,6)23-16-20(34)26-18(3)37-28(36)27(26)32(23,24)7/h18-24,33-34H,8-17H2,1-7H3/t18-,19?,20+,21-,22+,23-,24+,29-,30-,31+,32+/m0/s1
InChI Key ASNLHWDCHRXQBN-XBUXYCNHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H50O6
Molecular Weight 530.70 g/mol
Exact Mass 530.36073931 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 6.40
Atomic LogP (AlogP) 5.73
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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[(3S,4R,5As,5bR,7aS,8S,11aS,11bR,13R,13aS)-8-ethyl-4-hydroxy-3,5b,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] 3-hydroxypentanoate

2D Structure

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2D Structure of [(3S,4R,5As,5bR,7aS,8S,11aS,11bR,13R,13aS)-8-ethyl-4-hydroxy-3,5b,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] 3-hydroxypentanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9953 99.53%
Caco-2 - 0.6142 61.42%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6711 67.11%
OATP2B1 inhibitior - 0.7116 71.16%
OATP1B1 inhibitior + 0.8483 84.83%
OATP1B3 inhibitior + 0.9590 95.90%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9030 90.30%
P-glycoprotein inhibitior + 0.7001 70.01%
P-glycoprotein substrate + 0.5645 56.45%
CYP3A4 substrate + 0.7142 71.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9055 90.55%
CYP3A4 inhibition + 0.7570 75.70%
CYP2C9 inhibition - 0.8374 83.74%
CYP2C19 inhibition - 0.8999 89.99%
CYP2D6 inhibition - 0.9397 93.97%
CYP1A2 inhibition - 0.7865 78.65%
CYP2C8 inhibition + 0.5519 55.19%
CYP inhibitory promiscuity - 0.8096 80.96%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4767 47.67%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9003 90.03%
Skin irritation + 0.7061 70.61%
Skin corrosion - 0.9193 91.93%
Ames mutagenesis - 0.6454 64.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4248 42.48%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.6942 69.42%
skin sensitisation - 0.8547 85.47%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.8649 86.49%
Acute Oral Toxicity (c) III 0.3984 39.84%
Estrogen receptor binding + 0.7126 71.26%
Androgen receptor binding + 0.6752 67.52%
Thyroid receptor binding - 0.5051 50.51%
Glucocorticoid receptor binding + 0.8050 80.50%
Aromatase binding + 0.7972 79.72%
PPAR gamma + 0.6703 67.03%
Honey bee toxicity - 0.7674 76.74%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9956 99.56%

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 98.41% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.66% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.42% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.36% 97.09%
CHEMBL2581 P07339 Cathepsin D 92.61% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.48% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.84% 95.56%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.47% 96.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.75% 89.00%
CHEMBL237 P41145 Kappa opioid receptor 88.30% 98.10%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.87% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.53% 97.14%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.45% 90.08%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.90% 91.07%
CHEMBL299 P17252 Protein kinase C alpha 83.83% 98.03%
CHEMBL340 P08684 Cytochrome P450 3A4 83.02% 91.19%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 82.95% 85.83%
CHEMBL221 P23219 Cyclooxygenase-1 82.92% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.54% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.96% 86.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.52% 96.61%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.86% 98.75%
CHEMBL5028 O14672 ADAM10 80.58% 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 10256468
LOTUS LTS0047576
wikiData Q104917955