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(5R,8R,9R,10S,11R,13R,14R,17S)-17-[(2E,4S)-4,5-dihydroxy-6-methylhepta-2,5-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 bd121927-7d7f-4fc0-899a-91962ec72bf9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (5R,8R,9R,10S,11R,13R,14R,17S)-17-[(2E,4S)-4,5-dihydroxy-6-methylhepta-2,5-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)C1CCC2(C1CC(C3C2(CCC4C3(CCC(=O)C4(C)C)C)C)O)C)O)O)C
SMILES (Isomeric) CC(=C([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)C
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/h15,19-23,26,31-32,34H,9-14,16H2,1-8H3/b18-15+/t19-,20-,21+,22-,23+,26-,28+,29-,30-/m1/s1
InChI Key LZYDZQQIXZPOKB-ILOKNCDXSA-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 6.60
Atomic LogP (AlogP) 6.37
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 3

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)-4,5-dihydroxy-6-methylhepta-2,5-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 + 0.9909 99.09%
Caco-2 - 0.6521 65.21%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7562 75.62%
OATP2B1 inhibitior - 0.7119 71.19%
OATP1B1 inhibitior + 0.8306 83.06%
OATP1B3 inhibitior + 0.9467 94.67%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.7054 70.54%
P-glycoprotein inhibitior - 0.5625 56.25%
P-glycoprotein substrate - 0.6005 60.05%
CYP3A4 substrate + 0.6758 67.58%
CYP2C9 substrate - 0.8348 83.48%
CYP2D6 substrate - 0.7803 78.03%
CYP3A4 inhibition - 0.8522 85.22%
CYP2C9 inhibition - 0.8795 87.95%
CYP2C19 inhibition - 0.8854 88.54%
CYP2D6 inhibition - 0.9448 94.48%
CYP1A2 inhibition - 0.8474 84.74%
CYP2C8 inhibition - 0.6248 62.48%
CYP inhibitory promiscuity - 0.9137 91.37%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6279 62.79%
Eye corrosion - 0.9947 99.47%
Eye irritation - 0.9341 93.41%
Skin irritation + 0.6950 69.50%
Skin corrosion - 0.9479 94.79%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5425 54.25%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.6573 65.73%
skin sensitisation - 0.6055 60.55%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.5483 54.83%
Acute Oral Toxicity (c) III 0.5919 59.19%
Estrogen receptor binding + 0.7588 75.88%
Androgen receptor binding + 0.7668 76.68%
Thyroid receptor binding + 0.6251 62.51%
Glucocorticoid receptor binding + 0.7441 74.41%
Aromatase binding + 0.7808 78.08%
PPAR gamma + 0.6450 64.50%
Honey bee toxicity - 0.6990 69.90%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9908 99.08%

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
CHEMBL1914 P06276 Butyrylcholinesterase 97.54% 95.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.06% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.60% 85.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.83% 82.69%
CHEMBL2581 P07339 Cathepsin D 90.93% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 90.55% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.92% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.77% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.75% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 86.67% 91.19%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.25% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.10% 99.23%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.87% 96.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.64% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.95% 90.71%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.33% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.79% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.74% 93.00%

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.
Varronia multispicata

Cross-Links

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PubChem 101262427
LOTUS LTS0067386
wikiData Q105160210