[(1S,1'R,2'R,5S,6S,7R,9S)-2'-formyl-7-hydroxy-1'-methyl-10-methylidene-2,11-dioxospiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,3'-cyclohexane]-1'-yl]methyl acetate

Details

• Internal ID: 81c6c23b-3595-4cef-8162-78a45482cc1a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(1S,1'R,2'R,5S,6S,7R,9S)-2'-formyl-7-hydroxy-1'-methyl-10-methylidene-2,11-dioxospiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,3'-cyclohexane]-1'-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1(CCCC2(C1C=O)COC(=O)C34C2C(CC(C3)C(=C)C4=O)O)C
• SMILES (Isomeric): CC(=O)OC[C@@]1(CCC[C@]2([C@@H]1C=O)COC(=O)[C@]34[C@H]2[C@@H](C[C@H](C3)C(=C)C4=O)O)C
• InChI: InChI=1S/C22H28O7/c1-12-14-7-15(25)17-21(11-29-19(27)22(17,8-14)18(12)26)6-4-5-20(3,16(21)9-23)10-28-13(2)24/h9,14-17,25H,1,4-8,10-11H2,2-3H3/t14-,15-,16-,17+,20+,21-,22+/m1/s1
• InChI Key: BUJZGALXYNSLEB-ICSZRNELSA-N
• Popularity: 2 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: 1.40
• Atomic LogP (AlogP): 1.61
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9418	94.18%
Caco-2	-	0.5403	54.03%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7216	72.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8049	80.49%
OATP1B3 inhibitior	+	0.9576	95.76%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6120	61.20%
BSEP inhibitior	+	0.6598	65.98%
P-glycoprotein inhibitior	-	0.5979	59.79%
P-glycoprotein substrate	-	0.5215	52.15%
CYP3A4 substrate	+	0.6694	66.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8764	87.64%
CYP3A4 inhibition	-	0.7467	74.67%
CYP2C9 inhibition	-	0.8631	86.31%
CYP2C19 inhibition	-	0.8360	83.60%
CYP2D6 inhibition	-	0.9428	94.28%
CYP1A2 inhibition	-	0.7607	76.07%
CYP2C8 inhibition	+	0.4774	47.74%
CYP inhibitory promiscuity	-	0.9191	91.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6846	68.46%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9251	92.51%
Skin irritation	+	0.5165	51.65%
Skin corrosion	-	0.9335	93.35%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3843	38.43%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5130	51.30%
skin sensitisation	-	0.8573	85.73%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5941	59.41%
Acute Oral Toxicity (c)	I	0.4079	40.79%
Estrogen receptor binding	+	0.7579	75.79%
Androgen receptor binding	+	0.6702	67.02%
Thyroid receptor binding	+	0.5156	51.56%
Glucocorticoid receptor binding	+	0.7656	76.56%
Aromatase binding	+	0.6493	64.93%
PPAR gamma	+	0.5734	57.34%
Honey bee toxicity	-	0.7107	71.07%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9909	99.09%

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	98.03%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.46%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.35%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.86%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.68%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.69%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.34%	97.25%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.07%	95.50%
CHEMBL2581	P07339	Cathepsin D	88.11%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.26%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	87.03%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.85%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.68%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.52%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.94%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.70%	89.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.59%	94.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.92%	89.50%
CHEMBL5028	O14672	ADAM10	80.86%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.70%	95.89%

Plants that contains it

• Isodon enanderianus
• Isodon xerophilus

Cross-Links

• PubChem: 13241289
• LOTUS: LTS0035623
• wikiData: Q104946146