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(3R,4S,4aS,7S,7aR)-3-[[(3S,5S,9R,10S,13R,14R,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,7-dimethyl-4,4a,5,6,7,7a-hexahydro-3H-cyclopenta[c]pyran-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 50a3914c-8d70-4ca6-940b-efdba082f356
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name (3R,4S,4aS,7S,7aR)-3-[[(3S,5S,9R,10S,13R,14R,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,7-dimethyl-4,4a,5,6,7,7a-hexahydro-3H-cyclopenta[c]pyran-1-one
SMILES (Canonical) CCC(CCC(C)C1CCC2C1(CCC3C2=CCC4C3(CCC(C4)OC5C(C6CCC(C6C(=O)O5)C)C)C)C)C(C)C
SMILES (Isomeric) CC[C@H](CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CC[C@@H]4[C@@]3(CC[C@@H](C4)O[C@H]5[C@H]([C@@H]6CC[C@@H]([C@H]6C(=O)O5)C)C)C)C)C(C)C
InChI InChI=1S/C39H64O3/c1-9-27(23(2)3)12-10-24(4)32-16-17-33-31-15-13-28-22-29(18-20-38(28,7)34(31)19-21-39(32,33)8)41-37-26(6)30-14-11-25(5)35(30)36(40)42-37/h15,23-30,32-35,37H,9-14,16-22H2,1-8H3/t24-,25+,26+,27-,28+,29+,30+,32-,33+,34+,35-,37-,38+,39-/m1/s1
InChI Key HQVBFDJIAFDECK-XJQAXFELSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H64O3
Molecular Weight 580.90 g/mol
Exact Mass 580.48554590 g/mol
Topological Polar Surface Area (TPSA) 35.50 Ų
XlogP 12.10
Atomic LogP (AlogP) 10.23
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,4S,4aS,7S,7aR)-3-[[(3S,5S,9R,10S,13R,14R,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,7-dimethyl-4,4a,5,6,7,7a-hexahydro-3H-cyclopenta[c]pyran-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 + 0.9966 99.66%
Caco-2 - 0.7353 73.53%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.5382 53.82%
OATP2B1 inhibitior - 0.5753 57.53%
OATP1B1 inhibitior + 0.8465 84.65%
OATP1B3 inhibitior + 0.9572 95.72%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9128 91.28%
P-glycoprotein inhibitior + 0.7505 75.05%
P-glycoprotein substrate + 0.6977 69.77%
CYP3A4 substrate + 0.7189 71.89%
CYP2C9 substrate - 0.8047 80.47%
CYP2D6 substrate - 0.8591 85.91%
CYP3A4 inhibition - 0.7354 73.54%
CYP2C9 inhibition - 0.7761 77.61%
CYP2C19 inhibition - 0.5054 50.54%
CYP2D6 inhibition - 0.9205 92.05%
CYP1A2 inhibition - 0.8039 80.39%
CYP2C8 inhibition + 0.4565 45.65%
CYP inhibitory promiscuity - 0.5498 54.98%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5932 59.32%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9108 91.08%
Skin irritation - 0.5506 55.06%
Skin corrosion - 0.9454 94.54%
Ames mutagenesis - 0.7537 75.37%
Human Ether-a-go-go-Related Gene inhibition + 0.6735 67.35%
Micronuclear - 0.7500 75.00%
Hepatotoxicity + 0.5620 56.20%
skin sensitisation - 0.6273 62.73%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6795 67.95%
Acute Oral Toxicity (c) III 0.6473 64.73%
Estrogen receptor binding + 0.7577 75.77%
Androgen receptor binding + 0.6742 67.42%
Thyroid receptor binding - 0.5651 56.51%
Glucocorticoid receptor binding + 0.6208 62.08%
Aromatase binding + 0.5464 54.64%
PPAR gamma + 0.5997 59.97%
Honey bee toxicity - 0.6646 66.46%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9943 99.43%

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 98.09% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.54% 94.45%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 95.48% 96.38%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.87% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.24% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.78% 96.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.46% 93.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.92% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.76% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.44% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 87.07% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.43% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.60% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.04% 82.69%
CHEMBL2581 P07339 Cathepsin D 84.65% 98.95%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.35% 95.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.04% 92.62%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.24% 96.47%
CHEMBL240 Q12809 HERG 82.12% 89.76%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.40% 97.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.28% 100.00%

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.
Nepeta caesarea

Cross-Links

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PubChem 163021010
LOTUS LTS0100417
wikiData Q105032447