(9,14-Dihydroxy-7-methyl-17-methylidene-2,18-dioxo-3,10-dioxapentacyclo[14.2.1.01,13.04,12.08,12]nonadecan-7-yl)methyl acetate

Details

• Internal ID: 30e7f462-589b-4ad6-a1a3-2e2aae3c3224
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (9,14-dihydroxy-7-methyl-17-methylidene-2,18-dioxo-3,10-dioxapentacyclo[14.2.1.01,13.04,12.08,12]nonadecan-7-yl)methyl acetate
• SMILES (Canonical): CC(=O)OCC1(CCC2C3(C1C(OC3)O)C4C(CC5CC4(C(=O)C5=C)C(=O)O2)O)C
• SMILES (Isomeric): CC(=O)OCC1(CCC2C3(C1C(OC3)O)C4C(CC5CC4(C(=O)C5=C)C(=O)O2)O)C
• InChI: InChI=1S/C22H28O8/c1-10-12-6-13(24)15-21(7-12,17(10)25)19(27)30-14-4-5-20(3,8-28-11(2)23)16-18(26)29-9-22(14,15)16/h12-16,18,24,26H,1,4-9H2,2-3H3
• InChI Key: WORCTCAHGPHFQO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₈
• Molecular Weight: 420.50 g/mol
• Exact Mass: 420.17841785 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.74
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 83150-97-4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9452	94.52%
Caco-2	-	0.6342	63.42%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8135	81.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8079	80.79%
OATP1B3 inhibitior	+	0.9497	94.97%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7191	71.91%
BSEP inhibitior	-	0.5856	58.56%
P-glycoprotein inhibitior	-	0.6108	61.08%
P-glycoprotein substrate	+	0.5487	54.87%
CYP3A4 substrate	+	0.7046	70.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8831	88.31%
CYP3A4 inhibition	-	0.7382	73.82%
CYP2C9 inhibition	-	0.8614	86.14%
CYP2C19 inhibition	-	0.8838	88.38%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	-	0.8633	86.33%
CYP2C8 inhibition	+	0.4883	48.83%
CYP inhibitory promiscuity	-	0.9229	92.29%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5795	57.95%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9285	92.85%
Skin irritation	-	0.5231	52.31%
Skin corrosion	-	0.9297	92.97%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4431	44.31%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5259	52.59%
skin sensitisation	-	0.8805	88.05%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.8074	80.74%
Acute Oral Toxicity (c)	I	0.5658	56.58%
Estrogen receptor binding	+	0.7787	77.87%
Androgen receptor binding	+	0.6845	68.45%
Thyroid receptor binding	-	0.5185	51.85%
Glucocorticoid receptor binding	+	0.7267	72.67%
Aromatase binding	+	0.6861	68.61%
PPAR gamma	+	0.5840	58.40%
Honey bee toxicity	-	0.7436	74.36%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9925	99.25%

Targets

Proven Targets:

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	97.15%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.90%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.03%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.68%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.48%	96.38%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.71%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.62%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	92.43%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	87.01%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.78%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.48%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.25%	94.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.15%	82.69%
CHEMBL1937	Q92769	Histone deacetylase 2	85.56%	94.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.38%	97.14%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.29%	95.50%
CHEMBL1871	P10275	Androgen Receptor	83.26%	96.43%
CHEMBL5028	O14672	ADAM10	82.85%	97.50%
CHEMBL2581	P07339	Cathepsin D	82.08%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.89%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.77%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.64%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.73%	99.23%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.41%	95.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.12%	92.62%

Plants that contains it

• Isodon serra

Cross-Links

• PubChem: 155886808
• LOTUS: LTS0120631
• wikiData: Q105309649