[(1S,4S,8R,9S,12S,13S,14S,16S,18R)-14,18-dihydroxy-7,7-dimethyl-17-methylidene-2-oxo-3,10-dioxapentacyclo[14.2.1.01,13.04,12.08,12]nonadecan-9-yl] acetate

Details

• Internal ID: dc24be94-3bff-4ffe-9ca9-64d5359e0736
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(1S,4S,8R,9S,12S,13S,14S,16S,18R)-14,18-dihydroxy-7,7-dimethyl-17-methylidene-2-oxo-3,10-dioxapentacyclo[14.2.1.01,13.04,12.08,12]nonadecan-9-yl] acetate
• SMILES (Canonical): CC(=O)OC1C2C(CCC3C2(CO1)C4C(CC5CC4(C(C5=C)O)C(=O)O3)O)(C)C
• SMILES (Isomeric): CC(=O)O[C@H]1[C@H]2[C@@]3(CO1)[C@H](CCC2(C)C)OC(=O)[C@]45[C@H]3[C@H](C[C@H](C4)C(=C)[C@H]5O)O
• InChI: InChI=1S/C22H30O7/c1-10-12-7-13(24)15-21(8-12,17(10)25)19(26)29-14-5-6-20(3,4)16-18(28-11(2)23)27-9-22(14,15)16/h12-18,24-25H,1,5-9H2,2-4H3/t12-,13+,14+,15-,16-,17-,18+,21+,22+/m1/s1
• InChI Key: USFFJRSZHZFELR-CAHSFIEJSA-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): 102.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.56
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9750	97.50%
Caco-2	-	0.6498	64.98%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8330	83.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8544	85.44%
OATP1B3 inhibitior	+	0.8678	86.78%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7146	71.46%
BSEP inhibitior	+	0.5609	56.09%
P-glycoprotein inhibitior	-	0.6524	65.24%
P-glycoprotein substrate	+	0.5184	51.84%
CYP3A4 substrate	+	0.7206	72.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8560	85.60%
CYP3A4 inhibition	-	0.6933	69.33%
CYP2C9 inhibition	-	0.7069	70.69%
CYP2C19 inhibition	-	0.8770	87.70%
CYP2D6 inhibition	-	0.9426	94.26%
CYP1A2 inhibition	-	0.7982	79.82%
CYP2C8 inhibition	+	0.4564	45.64%
CYP inhibitory promiscuity	-	0.9309	93.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5633	56.33%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9356	93.56%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9275	92.75%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6719	67.19%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6108	61.08%
skin sensitisation	-	0.8361	83.61%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.8529	85.29%
Acute Oral Toxicity (c)	I	0.4907	49.07%
Estrogen receptor binding	+	0.8036	80.36%
Androgen receptor binding	+	0.6605	66.05%
Thyroid receptor binding	-	0.4879	48.79%
Glucocorticoid receptor binding	+	0.7451	74.51%
Aromatase binding	+	0.6820	68.20%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7247	72.47%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9950	99.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.38%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.05%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.89%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.78%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	89.73%	94.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.60%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	87.96%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.45%	82.69%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.88%	96.38%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.69%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.22%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.80%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.74%	89.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.26%	95.71%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.12%	97.28%
CHEMBL1902	P62942	FK506-binding protein 1A	83.48%	97.05%
CHEMBL2581	P07339	Cathepsin D	83.09%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.27%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	81.76%	92.50%
CHEMBL259	P32245	Melanocortin receptor 4	81.48%	95.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.35%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.31%	94.33%
CHEMBL1871	P10275	Androgen Receptor	80.34%	96.43%

Plants that contains it

• Isodon leucophyllus

Cross-Links

• PubChem: 100937098
• LOTUS: LTS0065226
• wikiData: Q105278175