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(3S,5S,10R,13S,14R,17R)-3-hydroxy-4,4,10,13,14-pentamethyl-17-[(2S,5S,6S)-5,6,7-trihydroxy-6-methylheptan-2-yl]-1,2,3,5,6,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-7-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 c72f06f9-ab6e-4458-8570-9b2cef3be4dd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,5S,10R,13S,14R,17R)-3-hydroxy-4,4,10,13,14-pentamethyl-17-[(2S,5S,6S)-5,6,7-trihydroxy-6-methylheptan-2-yl]-1,2,3,5,6,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-7-one
SMILES (Canonical) CC(CCC(C(C)(CO)O)O)C1CCC2(C1(CCC3=C2C(=O)CC4C3(CCC(C4(C)C)O)C)C)C
SMILES (Isomeric) C[C@@H](CC[C@@H]([C@](C)(CO)O)O)[C@H]1CC[C@@]2([C@]1(CCC3=C2C(=O)C[C@H]4[C@]3(CC[C@@H](C4(C)C)O)C)C)C
InChI InChI=1S/C30H50O5/c1-18(8-9-24(34)30(7,35)17-31)19-10-15-29(6)25-20(11-14-28(19,29)5)27(4)13-12-23(33)26(2,3)22(27)16-21(25)32/h18-19,22-24,31,33-35H,8-17H2,1-7H3/t18-,19+,22+,23-,24-,27-,28-,29-,30-/m0/s1
InChI Key TVLLLIMEZXBDHC-JCBWHQEISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50O5
Molecular Weight 490.70 g/mol
Exact Mass 490.36582469 g/mol
Topological Polar Surface Area (TPSA) 98.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 4.80
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9837 98.37%
Caco-2 - 0.5243 52.43%
Blood Brain Barrier + 0.7491 74.91%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8178 81.78%
OATP2B1 inhibitior - 0.5762 57.62%
OATP1B1 inhibitior + 0.8538 85.38%
OATP1B3 inhibitior + 0.8343 83.43%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6335 63.35%
BSEP inhibitior + 0.7689 76.89%
P-glycoprotein inhibitior - 0.5564 55.64%
P-glycoprotein substrate - 0.5778 57.78%
CYP3A4 substrate + 0.6779 67.79%
CYP2C9 substrate - 0.8204 82.04%
CYP2D6 substrate - 0.8901 89.01%
CYP3A4 inhibition - 0.9288 92.88%
CYP2C9 inhibition - 0.8348 83.48%
CYP2C19 inhibition - 0.8887 88.87%
CYP2D6 inhibition - 0.9452 94.52%
CYP1A2 inhibition - 0.9152 91.52%
CYP2C8 inhibition - 0.6024 60.24%
CYP inhibitory promiscuity - 0.9177 91.77%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7228 72.28%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9455 94.55%
Skin irritation + 0.5386 53.86%
Skin corrosion - 0.9530 95.30%
Ames mutagenesis - 0.7237 72.37%
Human Ether-a-go-go-Related Gene inhibition - 0.3657 36.57%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.7223 72.23%
skin sensitisation - 0.8820 88.20%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7275 72.75%
Acute Oral Toxicity (c) III 0.7665 76.65%
Estrogen receptor binding + 0.6847 68.47%
Androgen receptor binding + 0.7647 76.47%
Thyroid receptor binding + 0.6525 65.25%
Glucocorticoid receptor binding + 0.7759 77.59%
Aromatase binding + 0.7342 73.42%
PPAR gamma + 0.6066 60.66%
Honey bee toxicity - 0.7593 75.93%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9789 97.89%

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 98.84% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.60% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.27% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.65% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.48% 96.09%
CHEMBL1907 P15144 Aminopeptidase N 89.65% 93.31%
CHEMBL2996 Q05655 Protein kinase C delta 88.99% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.83% 97.09%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.16% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.30% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.30% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 86.18% 83.82%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.44% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.24% 94.45%
CHEMBL1902 P62942 FK506-binding protein 1A 84.67% 97.05%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.28% 93.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.97% 97.14%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 82.65% 92.78%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.06% 93.04%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.74% 96.90%
CHEMBL226 P30542 Adenosine A1 receptor 81.64% 95.93%
CHEMBL3524 P56524 Histone deacetylase 4 81.05% 92.97%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.71% 96.77%
CHEMBL1977 P11473 Vitamin D receptor 80.52% 99.43%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.18% 100.00%

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 162991176
LOTUS LTS0044819
wikiData Q105265384