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(3S,4S,4aS,7S,7aR)-3-[[(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-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 9cb584cf-4b33-4f0d-9aeb-de8f432d9f7a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,4S,4aS,7S,7aR)-3-[[(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl]oxy]-4,7-dimethyl-4,4a,5,6,7,7a-hexahydro-3H-cyclopenta[c]pyran-1-one
SMILES (Canonical) CC1CCC2C1C(=O)OC(C2C)OC3CCC4(C5CCC6C7C(CCC7(CCC6(C5(CCC4C3(C)C)C)C)CO)C(=C)C)C
SMILES (Isomeric) C[C@H]1CC[C@@H]2[C@@H]1C(=O)O[C@@H]([C@H]2C)O[C@H]3CC[C@@]4([C@H]5CC[C@@H]6[C@H]7[C@@H](CC[C@@]7(CC[C@]6([C@@]5(CC[C@H]4C3(C)C)C)C)CO)C(=C)C)C
InChI InChI=1S/C40H64O4/c1-23(2)26-14-19-40(22-41)21-20-38(8)28(33(26)40)12-13-30-37(7)17-16-31(36(5,6)29(37)15-18-39(30,38)9)43-35-25(4)27-11-10-24(3)32(27)34(42)44-35/h24-33,35,41H,1,10-22H2,2-9H3/t24-,25-,26-,27-,28+,29-,30+,31-,32+,33+,35-,37-,38+,39+,40+/m0/s1
InChI Key QQSXZUVLCVXJBI-CJORCDHSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H64O4
Molecular Weight 608.90 g/mol
Exact Mass 608.48046052 g/mol
Topological Polar Surface Area (TPSA) 55.80 Ų
XlogP 11.30
Atomic LogP (AlogP) 9.20
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,4S,4aS,7S,7aR)-3-[[(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-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 + 0.9699 96.99%
Caco-2 - 0.7970 79.70%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7913 79.13%
OATP2B1 inhibitior - 0.5680 56.80%
OATP1B1 inhibitior + 0.8539 85.39%
OATP1B3 inhibitior - 0.2732 27.32%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6026 60.26%
BSEP inhibitior + 0.5916 59.16%
P-glycoprotein inhibitior + 0.7021 70.21%
P-glycoprotein substrate + 0.5772 57.72%
CYP3A4 substrate + 0.7351 73.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8626 86.26%
CYP3A4 inhibition - 0.6832 68.32%
CYP2C9 inhibition - 0.5806 58.06%
CYP2C19 inhibition - 0.6995 69.95%
CYP2D6 inhibition - 0.9487 94.87%
CYP1A2 inhibition - 0.5522 55.22%
CYP2C8 inhibition + 0.7090 70.90%
CYP inhibitory promiscuity - 0.7915 79.15%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6986 69.86%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9143 91.43%
Skin irritation - 0.5482 54.82%
Skin corrosion - 0.9518 95.18%
Ames mutagenesis - 0.6091 60.91%
Human Ether-a-go-go-Related Gene inhibition + 0.7288 72.88%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6424 64.24%
skin sensitisation - 0.8539 85.39%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.5860 58.60%
Acute Oral Toxicity (c) III 0.5690 56.90%
Estrogen receptor binding + 0.6827 68.27%
Androgen receptor binding + 0.7764 77.64%
Thyroid receptor binding - 0.5630 56.30%
Glucocorticoid receptor binding + 0.6268 62.68%
Aromatase binding + 0.6363 63.63%
PPAR gamma + 0.6580 65.80%
Honey bee toxicity - 0.6364 63.64%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9907 99.07%

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
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.92% 96.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.86% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.92% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.21% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.90% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 88.30% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.97% 100.00%
CHEMBL2581 P07339 Cathepsin D 86.57% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.00% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 85.86% 97.79%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.77% 92.94%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 85.20% 94.80%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.43% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.63% 97.25%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.28% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.53% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.46% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.34% 94.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.13% 93.04%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.39% 89.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.37% 97.33%

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 162872435
LOTUS LTS0035989
wikiData Q105226032