(6-acetyloxy-10-hydroxy-2,2',4a-trimethyl-1-methylidene-5,8-dioxospiro[3,4,6,9,10,10a-hexahydro-2H-phenanthrene-7,1'-cyclopropane]-9-yl) acetate

Details

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Internal ID 2f1ca3a6-a055-4346-911d-015f9055fd53
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (6-acetyloxy-10-hydroxy-2,2',4a-trimethyl-1-methylidene-5,8-dioxospiro[3,4,6,9,10,10a-hexahydro-2H-phenanthrene-7,1'-cyclopropane]-9-yl) acetate
SMILES (Canonical) CC1CCC2(C(C1=C)C(C(C3=C2C(=O)C(C4(C3=O)CC4C)OC(=O)C)OC(=O)C)O)C
SMILES (Isomeric) CC1CCC2(C(C1=C)C(C(C3=C2C(=O)C(C4(C3=O)CC4C)OC(=O)C)OC(=O)C)O)C
InChI InChI=1S/C24H30O7/c1-10-7-8-23(6)16(12(10)3)18(27)20(30-13(4)25)15-17(23)19(28)22(31-14(5)26)24(21(15)29)9-11(24)2/h10-11,16,18,20,22,27H,3,7-9H2,1-2,4-6H3
InChI Key ZVRWSEZXTHNRRP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H30O7
Molecular Weight 430.50 g/mol
Exact Mass 430.19915329 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.31
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (6-acetyloxy-10-hydroxy-2,2',4a-trimethyl-1-methylidene-5,8-dioxospiro[3,4,6,9,10,10a-hexahydro-2H-phenanthrene-7,1'-cyclopropane]-9-yl) acetate

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 - 0.5863 58.63%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7345 73.45%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8769 87.69%
OATP1B3 inhibitior + 0.8748 87.48%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8021 80.21%
BSEP inhibitior - 0.7642 76.42%
P-glycoprotein inhibitior - 0.4398 43.98%
P-glycoprotein substrate - 0.7487 74.87%
CYP3A4 substrate + 0.6868 68.68%
CYP2C9 substrate - 0.7791 77.91%
CYP2D6 substrate - 0.8956 89.56%
CYP3A4 inhibition - 0.7304 73.04%
CYP2C9 inhibition - 0.8071 80.71%
CYP2C19 inhibition - 0.8604 86.04%
CYP2D6 inhibition - 0.8920 89.20%
CYP1A2 inhibition - 0.5128 51.28%
CYP2C8 inhibition - 0.5619 56.19%
CYP inhibitory promiscuity - 0.8639 86.39%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9154 91.54%
Carcinogenicity (trinary) Non-required 0.5632 56.32%
Eye corrosion - 0.9849 98.49%
Eye irritation - 0.8903 89.03%
Skin irritation + 0.5177 51.77%
Skin corrosion - 0.9262 92.62%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6772 67.72%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.5800 58.00%
skin sensitisation - 0.6556 65.56%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.7006 70.06%
Acute Oral Toxicity (c) III 0.6139 61.39%
Estrogen receptor binding + 0.7094 70.94%
Androgen receptor binding + 0.6390 63.90%
Thyroid receptor binding - 0.5119 51.19%
Glucocorticoid receptor binding + 0.7457 74.57%
Aromatase binding + 0.5873 58.73%
PPAR gamma + 0.6302 63.02%
Honey bee toxicity - 0.7210 72.10%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5050 50.50%
Fish aquatic toxicity + 0.9957 99.57%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.70% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.11% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.36% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.58% 97.25%
CHEMBL2581 P07339 Cathepsin D 93.22% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.65% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 85.73% 94.75%
CHEMBL340 P08684 Cytochrome P450 3A4 85.46% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.26% 97.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.54% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.72% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.68% 95.56%

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.
Plectranthus punctatus subsp. edulis
Sorghum bicolor

Cross-Links

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PubChem 13894270
LOTUS LTS0241628
wikiData Q105137362