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(3S,8S,9R,10R,13R,14S,17R)-17-[(2R)-5,6-dihydroxy-6-methylheptan-2-yl]-3-hydroxy-4,4,9,13,14-pentamethyl-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-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 ab836b3b-eeac-41d1-b171-0cd4bb60f0d3
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
IUPAC Name (3S,8S,9R,10R,13R,14S,17R)-17-[(2R)-5,6-dihydroxy-6-methylheptan-2-yl]-3-hydroxy-4,4,9,13,14-pentamethyl-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one
SMILES (Canonical) CC(CCC(C(C)(C)O)O)C1CCC2(C1(CC(=O)C3(C2CC=C4C3CCC(C4(C)C)O)C)C)C
SMILES (Isomeric) C[C@H](CCC(C(C)(C)O)O)[C@H]1CC[C@@]2([C@@]1(CC(=O)[C@@]3([C@H]2CC=C4[C@H]3CC[C@@H](C4(C)C)O)C)C)C
InChI InChI=1S/C30H50O4/c1-18(9-13-24(32)27(4,5)34)19-15-16-28(6)22-12-10-20-21(11-14-23(31)26(20,2)3)30(22,8)25(33)17-29(19,28)7/h10,18-19,21-24,31-32,34H,9,11-17H2,1-8H3/t18-,19-,21-,22+,23+,24?,28+,29-,30+/m1/s1
InChI Key FPMQKXQOBKDVHF-ZGUWQJCPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50O4
Molecular Weight 474.70 g/mol
Exact Mass 474.37091007 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 5.10
Atomic LogP (AlogP) 5.68
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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4965-97-3
(3S,8S,9R,10R,13R,14S,17R)-17-[(2R)-5,6-dihydroxy-6-methylheptan-2-yl]-3-hydroxy-4,4,9,13,14-pentamethyl-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one
CHEBI:3198
DTXSID10331635
AKOS040760308
C08789
Q27105986

2D Structure

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2D Structure of (3S,8S,9R,10R,13R,14S,17R)-17-[(2R)-5,6-dihydroxy-6-methylheptan-2-yl]-3-hydroxy-4,4,9,13,14-pentamethyl-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9938 99.38%
Caco-2 + 0.5081 50.81%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8310 83.10%
OATP2B1 inhibitior - 0.8598 85.98%
OATP1B1 inhibitior + 0.8794 87.94%
OATP1B3 inhibitior + 0.9479 94.79%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.5798 57.98%
P-glycoprotein inhibitior - 0.5787 57.87%
P-glycoprotein substrate + 0.5109 51.09%
CYP3A4 substrate + 0.6910 69.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8133 81.33%
CYP3A4 inhibition - 0.8309 83.09%
CYP2C9 inhibition - 0.8690 86.90%
CYP2C19 inhibition - 0.8364 83.64%
CYP2D6 inhibition - 0.9516 95.16%
CYP1A2 inhibition - 0.9278 92.78%
CYP2C8 inhibition - 0.6780 67.80%
CYP inhibitory promiscuity - 0.8761 87.61%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6900 69.00%
Eye corrosion - 0.9944 99.44%
Eye irritation - 0.9513 95.13%
Skin irritation + 0.6543 65.43%
Skin corrosion - 0.9489 94.89%
Ames mutagenesis - 0.7737 77.37%
Human Ether-a-go-go-Related Gene inhibition + 0.8131 81.31%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.5746 57.46%
skin sensitisation - 0.7034 70.34%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7174 71.74%
Acute Oral Toxicity (c) III 0.5365 53.65%
Estrogen receptor binding + 0.7605 76.05%
Androgen receptor binding + 0.7334 73.34%
Thyroid receptor binding + 0.6684 66.84%
Glucocorticoid receptor binding + 0.7684 76.84%
Aromatase binding + 0.6988 69.88%
PPAR gamma + 0.5243 52.43%
Honey bee toxicity - 0.8418 84.18%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9934 99.34%

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
CHEMBL2581 P07339 Cathepsin D 98.44% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.88% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.66% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.28% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 91.23% 97.79%
CHEMBL1937 Q92769 Histone deacetylase 2 89.73% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.14% 94.45%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.12% 93.56%
CHEMBL1907 P15144 Aminopeptidase N 86.87% 93.31%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.71% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.69% 95.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.45% 90.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.07% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.67% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.49% 86.33%
CHEMBL299 P17252 Protein kinase C alpha 82.38% 98.03%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.14% 82.69%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 81.89% 94.78%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.87% 93.03%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.73% 93.04%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 81.62% 97.29%
CHEMBL1871 P10275 Androgen Receptor 81.51% 96.43%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.01% 96.61%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.66% 95.00%

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.
Siraitia grosvenorii

Cross-Links

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PubChem 441813
LOTUS LTS0049308
wikiData Q27105986