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(5R,8R,9R,10S,11R,13R,14R,17S)-17-[(2E,4S,5S)-4,5-dihydroxy-6-methylhepta-2,6-dien-2-yl]-11-hydroxy-4,4,8,10,14-pentamethyl-1,2,5,6,7,9,11,12,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-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 2525e05a-fd99-4a6b-892e-301d97e1ffec
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (5R,8R,9R,10S,11R,13R,14R,17S)-17-[(2E,4S,5S)-4,5-dihydroxy-6-methylhepta-2,6-dien-2-yl]-11-hydroxy-4,4,8,10,14-pentamethyl-1,2,5,6,7,9,11,12,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
SMILES (Canonical) CC(=C)C(C(C=C(C)C1CCC2(C1CC(C3C2(CCC4C3(CCC(=O)C4(C)C)C)C)O)C)O)O
SMILES (Isomeric) CC(=C)[C@@H]([C@H](/C=C(\C)/[C@H]1CC[C@@]2([C@@H]1C[C@H]([C@H]3[C@]2(CC[C@@H]4[C@@]3(CCC(=O)C4(C)C)C)C)O)C)O)O
InChI InChI=1S/C30H48O4/c1-17(2)25(34)21(31)15-18(3)19-9-13-29(7)20(19)16-22(32)26-28(6)12-11-24(33)27(4,5)23(28)10-14-30(26,29)8/h15,19-23,25-26,31-32,34H,1,9-14,16H2,2-8H3/b18-15+/t19-,20-,21+,22-,23+,25+,26-,28+,29-,30-/m1/s1
InChI Key SWQUQBOEMZQZKH-NTMOXBPZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O4
Molecular Weight 472.70 g/mol
Exact Mass 472.35526001 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 6.10
Atomic LogP (AlogP) 5.46
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9889 98.89%
Caco-2 - 0.7063 70.63%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7125 71.25%
OATP2B1 inhibitior - 0.5727 57.27%
OATP1B1 inhibitior + 0.8296 82.96%
OATP1B3 inhibitior + 0.8434 84.34%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.6244 62.44%
P-glycoprotein inhibitior - 0.6329 63.29%
P-glycoprotein substrate - 0.6235 62.35%
CYP3A4 substrate + 0.6807 68.07%
CYP2C9 substrate - 0.8348 83.48%
CYP2D6 substrate - 0.7829 78.29%
CYP3A4 inhibition - 0.8291 82.91%
CYP2C9 inhibition - 0.8727 87.27%
CYP2C19 inhibition - 0.8618 86.18%
CYP2D6 inhibition - 0.9421 94.21%
CYP1A2 inhibition - 0.8412 84.12%
CYP2C8 inhibition - 0.6291 62.91%
CYP inhibitory promiscuity - 0.9207 92.07%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6573 65.73%
Eye corrosion - 0.9932 99.32%
Eye irritation - 0.9384 93.84%
Skin irritation + 0.6686 66.86%
Skin corrosion - 0.9414 94.14%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4569 45.69%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.6138 61.38%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.6239 62.39%
Acute Oral Toxicity (c) III 0.5935 59.35%
Estrogen receptor binding + 0.7754 77.54%
Androgen receptor binding + 0.7395 73.95%
Thyroid receptor binding + 0.6251 62.51%
Glucocorticoid receptor binding + 0.7075 70.75%
Aromatase binding + 0.7039 70.39%
PPAR gamma + 0.5976 59.76%
Honey bee toxicity - 0.6499 64.99%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9955 99.55%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.17% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.32% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.20% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 92.02% 94.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.48% 85.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.94% 82.69%
CHEMBL259 P32245 Melanocortin receptor 4 90.13% 95.38%
CHEMBL2581 P07339 Cathepsin D 90.02% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.44% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.23% 94.45%
CHEMBL1914 P06276 Butyrylcholinesterase 88.06% 95.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.20% 96.09%
CHEMBL1907598 P05106 Integrin alpha-V/beta-3 85.93% 95.71%
CHEMBL1902 P62942 FK506-binding protein 1A 85.67% 97.05%
CHEMBL340 P08684 Cytochrome P450 3A4 85.41% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.02% 95.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.27% 90.08%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.85% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.07% 90.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.57% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.90% 96.38%
CHEMBL3524 P56524 Histone deacetylase 4 81.62% 92.97%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 81.17% 96.39%
CHEMBL4072 P07858 Cathepsin B 80.89% 93.67%

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.
Varronia multispicata

Cross-Links

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PubChem 163012993
LOTUS LTS0057749
wikiData Q105262832