(4,9,10-Trihydroxy-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-12-yl)methyl acetate

Details

• Internal ID: ae6011b5-28af-4b18-a1b7-3008d705943e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (4,9,10-trihydroxy-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-12-yl)methyl acetate
• SMILES (Canonical): CC(=O)OCC1(CCCC23C1C(C(C45C2CC(C(C4)C(=C)C5=O)O)(OC3)O)O)C
• SMILES (Isomeric): CC(=O)OCC1(CCCC23C1C(C(C45C2CC(C(C4)C(=C)C5=O)O)(OC3)O)O)C
• InChI: InChI=1S/C22H30O7/c1-11-13-8-21(17(11)25)15(7-14(13)24)20-6-4-5-19(3,9-28-12(2)23)16(20)18(26)22(21,27)29-10-20/h13-16,18,24,26-27H,1,4-10H2,2-3H3
• InChI Key: NSIVIFJDMCLDNJ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₇
• Molecular Weight: 406.50 g/mol
• Exact Mass: 406.19915329 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.95
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8586	85.86%
Caco-2	-	0.6484	64.84%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8088	80.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8469	84.69%
OATP1B3 inhibitior	+	0.9512	95.12%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7867	78.67%
BSEP inhibitior	-	0.4504	45.04%
P-glycoprotein inhibitior	-	0.7742	77.42%
P-glycoprotein substrate	-	0.5689	56.89%
CYP3A4 substrate	+	0.6796	67.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.8163	81.63%
CYP2C9 inhibition	-	0.8287	82.87%
CYP2C19 inhibition	-	0.8058	80.58%
CYP2D6 inhibition	-	0.9411	94.11%
CYP1A2 inhibition	-	0.8012	80.12%
CYP2C8 inhibition	+	0.5198	51.98%
CYP inhibitory promiscuity	-	0.9611	96.11%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6912	69.12%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9409	94.09%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9359	93.59%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5637	56.37%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5690	56.90%
skin sensitisation	-	0.8959	89.59%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.4755	47.55%
Acute Oral Toxicity (c)	I	0.4798	47.98%
Estrogen receptor binding	+	0.8317	83.17%
Androgen receptor binding	+	0.7192	71.92%
Thyroid receptor binding	+	0.5675	56.75%
Glucocorticoid receptor binding	+	0.8292	82.92%
Aromatase binding	+	0.8144	81.44%
PPAR gamma	-	0.5322	53.22%
Honey bee toxicity	-	0.7386	73.86%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9908	99.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.29%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.82%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.52%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.32%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.02%	97.09%
CHEMBL2581	P07339	Cathepsin D	93.97%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.32%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.92%	96.77%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.23%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	88.83%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	88.79%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.25%	86.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.84%	96.38%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.52%	82.69%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.75%	86.92%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.80%	97.28%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.65%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.85%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.51%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.46%	100.00%
CHEMBL5408	Q9UHD2	Serine/threonine-protein kinase TBK1	83.31%	90.48%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.29%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.69%	94.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.68%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.05%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.41%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.33%	95.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.25%	94.00%

Plants that contains it

• Isodon henryi
• Isodon wikstroemioides

Cross-Links

• PubChem: 162847907
• LOTUS: LTS0185832
• wikiData: Q105185079