(4R,4aS,6aS,6aS,6bR,8aR,9R,12aS,14aR,14bS)-9-hydroxy-4,4a,6a,6b,8a,11,11,14a-octamethyl-5,6,6a,7,8,9,10,12,12a,13,14,14b-dodecahydro-4H-picen-3-one

Details

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Internal ID 98d8f3b0-57db-4e73-8400-c008e9e81087
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (4R,4aS,6aS,6aS,6bR,8aR,9R,12aS,14aR,14bS)-9-hydroxy-4,4a,6a,6b,8a,11,11,14a-octamethyl-5,6,6a,7,8,9,10,12,12a,13,14,14b-dodecahydro-4H-picen-3-one
SMILES (Canonical) CC1C(=O)C=CC2C1(CCC3C2(CCC4(C3(CCC5(C4CC(CC5O)(C)C)C)C)C)C)C
SMILES (Isomeric) C[C@H]1C(=O)C=C[C@@H]2[C@@]1(CC[C@H]3[C@]2(CC[C@@]4([C@@]3(CC[C@@]5([C@H]4CC(C[C@H]5O)(C)C)C)C)C)C)C
InChI InChI=1S/C30H48O2/c1-19-20(31)9-10-21-26(19,4)12-11-22-27(21,5)13-15-30(8)23-17-25(2,3)18-24(32)28(23,6)14-16-29(22,30)7/h9-10,19,21-24,32H,11-18H2,1-8H3/t19-,21+,22-,23+,24+,26+,27-,28+,29+,30-/m0/s1
InChI Key LNNWSVKNXMQWRK-APUVKRQRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O2
Molecular Weight 440.70 g/mol
Exact Mass 440.365430770 g/mol
Topological Polar Surface Area (TPSA) 37.30 Ų
XlogP 8.30
Atomic LogP (AlogP) 7.20
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4R,4aS,6aS,6aS,6bR,8aR,9R,12aS,14aR,14bS)-9-hydroxy-4,4a,6a,6b,8a,11,11,14a-octamethyl-5,6,6a,7,8,9,10,12,12a,13,14,14b-dodecahydro-4H-picen-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 + 1.0000 100.00%
Caco-2 - 0.5645 56.45%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7424 74.24%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9113 91.13%
OATP1B3 inhibitior + 0.9765 97.65%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior + 0.7950 79.50%
P-glycoprotein inhibitior - 0.6625 66.25%
P-glycoprotein substrate - 0.7555 75.55%
CYP3A4 substrate + 0.6462 64.62%
CYP2C9 substrate - 0.7847 78.47%
CYP2D6 substrate - 0.8820 88.20%
CYP3A4 inhibition - 0.8309 83.09%
CYP2C9 inhibition - 0.8322 83.22%
CYP2C19 inhibition - 0.6996 69.96%
CYP2D6 inhibition - 0.9639 96.39%
CYP1A2 inhibition - 0.7190 71.90%
CYP2C8 inhibition - 0.8166 81.66%
CYP inhibitory promiscuity - 0.9362 93.62%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6227 62.27%
Eye corrosion - 0.9844 98.44%
Eye irritation - 0.9544 95.44%
Skin irritation + 0.6731 67.31%
Skin corrosion - 0.9586 95.86%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7767 77.67%
Micronuclear - 1.0000 100.00%
Hepatotoxicity - 0.6342 63.42%
skin sensitisation + 0.6338 63.38%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.6122 61.22%
Acute Oral Toxicity (c) III 0.8050 80.50%
Estrogen receptor binding + 0.8123 81.23%
Androgen receptor binding + 0.6831 68.31%
Thyroid receptor binding + 0.7318 73.18%
Glucocorticoid receptor binding + 0.7327 73.27%
Aromatase binding + 0.7203 72.03%
PPAR gamma + 0.5202 52.02%
Honey bee toxicity - 0.8878 88.78%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9814 98.14%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.94% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.42% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.74% 82.69%
CHEMBL2581 P07339 Cathepsin D 90.15% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.03% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.00% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 86.02% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.99% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.82% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.15% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.82% 95.89%
CHEMBL1871 P10275 Androgen Receptor 81.55% 96.43%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 81.10% 86.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.02% 91.07%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.95% 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.
Phyllanthus muellerianus

Cross-Links

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PubChem 162937948
LOTUS LTS0143704
wikiData Q105154413