CID 442047

Details

• Internal ID: df532c0d-e935-484d-9e3a-9215d779c2dd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(1S,4S,8R,9S,10S,11S,13S)-8-formyl-11-hydroxy-7,7-dimethyl-14-methylidene-2,15-dioxo-3-oxatetracyclo[11.2.1.01,10.04,9]hexadecan-9-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC12C(CCC(C1C=O)(C)C)OC(=O)C34C2C(CC(C3)C(=C)C4=O)O
• SMILES (Isomeric): CC(=O)OC[C@@]12[C@H](CCC([C@H]1C=O)(C)C)OC(=O)[C@]34[C@H]2[C@H](C[C@H](C3)C(=C)C4=O)O
• InChI: InChI=1S/C22H28O7/c1-11-13-7-14(25)17-21(8-13,18(11)26)19(27)29-16-5-6-20(3,4)15(9-23)22(16,17)10-28-12(2)24/h9,13-17,25H,1,5-8,10H2,2-4H3/t13-,14+,15-,16+,17-,21+,22+/m1/s1
• InChI Key: QKDLQFSLLCQTOH-MVVUPFSZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₇
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.18350323 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.61
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• CHEMBL453800
• C09117
• AC1L9C5W
• DTXSID90937659
• Q27106977
• (1-Formyl-11-hydroxy-2,2-dimethyl-8-methylidene-6,7-dioxodecahydro-6H-6a,9-methanobenzo[b]cyclohepta[d]pyran-11b(1H)-yl)methyl acetate
• [(1S,4S,8R,9S,10S,11S,13S)-8-Formyl-11-hydroxy-7,7-dimethyl-14-methylidene-2,15-dioxo-3-oxatetracyclo[11.2.1.01,10.04,9]hexadecan-9-yl]methyl acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9672	96.72%
Caco-2	-	0.5592	55.92%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7651	76.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7874	78.74%
OATP1B3 inhibitior	+	0.9074	90.74%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5959	59.59%
P-glycoprotein inhibitior	-	0.6102	61.02%
P-glycoprotein substrate	-	0.5539	55.39%
CYP3A4 substrate	+	0.6877	68.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8764	87.64%
CYP3A4 inhibition	-	0.6874	68.74%
CYP2C9 inhibition	-	0.6453	64.53%
CYP2C19 inhibition	-	0.8003	80.03%
CYP2D6 inhibition	-	0.9461	94.61%
CYP1A2 inhibition	-	0.6348	63.48%
CYP2C8 inhibition	+	0.4435	44.35%
CYP inhibitory promiscuity	-	0.9002	90.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7051	70.51%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9288	92.88%
Skin irritation	+	0.5466	54.66%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3728	37.28%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.6203	62.03%
skin sensitisation	-	0.8278	82.78%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5953	59.53%
Acute Oral Toxicity (c)	III	0.4014	40.14%
Estrogen receptor binding	+	0.8326	83.26%
Androgen receptor binding	+	0.6639	66.39%
Thyroid receptor binding	+	0.5902	59.02%
Glucocorticoid receptor binding	+	0.6920	69.20%
Aromatase binding	+	0.5661	56.61%
PPAR gamma	+	0.6649	66.49%
Honey bee toxicity	-	0.7453	74.53%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5298	52.98%
Fish aquatic toxicity	+	0.9943	99.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.98%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.33%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.90%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.86%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.55%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.57%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.74%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.67%	95.50%
CHEMBL5957	P21589	5'-nucleotidase	85.73%	97.78%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.10%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.53%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.47%	94.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.71%	82.69%
CHEMBL1871	P10275	Androgen Receptor	83.57%	96.43%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.77%	91.07%
CHEMBL1902	P62942	FK506-binding protein 1A	82.42%	97.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.36%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.98%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.45%	99.23%
CHEMBL5028	O14672	ADAM10	81.38%	97.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.77%	93.04%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.22%	97.14%

Plants that contains it

• Isodon angustifolius
• Isodon japonicus
• Isodon rubescens
• Isodon wikstroemioides

Cross-Links

• PubChem: 442047
• LOTUS: LTS0033144
• wikiData: Q27106977