[(1S,2'R,4'S,5S,6S,7S,9S,11R)-2'-formyl-4',7-dihydroxy-1',1'-dimethyl-10-methylidene-2-oxospiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,3'-cyclohexane]-11-yl] acetate

Details

• Internal ID: fda854ea-8dfc-4454-b40e-ab97381688ea
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(1S,2'R,4'S,5S,6S,7S,9S,11R)-2'-formyl-4',7-dihydroxy-1',1'-dimethyl-10-methylidene-2-oxospiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,3'-cyclohexane]-11-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(=C)C2CC(C3C1(C2)C(=O)OCC34C(CCC(C4C=O)(C)C)O)O
• SMILES (Isomeric): CC(=O)O[C@@H]1C(=C)[C@@H]2C[C@@H]([C@@H]3[C@]1(C2)C(=O)OC[C@]34[C@H](CCC([C@H]4C=O)(C)C)O)O
• InChI: InChI=1S/C22H30O7/c1-11-13-7-14(25)17-21(8-13,18(11)29-12(2)24)19(27)28-10-22(17)15(9-23)20(3,4)6-5-16(22)26/h9,13-18,25-26H,1,5-8,10H2,2-4H3/t13-,14+,15-,16+,17-,18-,21+,22+/m1/s1
• InChI Key: JWXPOWPHISXIMI-QDLLGXJDSA-N
• Popularity: 0 references 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): 110.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.40
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9725	97.25%
Caco-2	-	0.6258	62.58%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8173	81.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8708	87.08%
OATP1B3 inhibitior	+	0.8774	87.74%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6965	69.65%
BSEP inhibitior	-	0.5810	58.10%
P-glycoprotein inhibitior	-	0.6174	61.74%
P-glycoprotein substrate	+	0.5181	51.81%
CYP3A4 substrate	+	0.6966	69.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8497	84.97%
CYP3A4 inhibition	-	0.7360	73.60%
CYP2C9 inhibition	-	0.6475	64.75%
CYP2C19 inhibition	-	0.8271	82.71%
CYP2D6 inhibition	-	0.9477	94.77%
CYP1A2 inhibition	-	0.6602	66.02%
CYP2C8 inhibition	+	0.4501	45.01%
CYP inhibitory promiscuity	-	0.9363	93.63%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6688	66.88%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9437	94.37%
Skin irritation	+	0.4926	49.26%
Skin corrosion	-	0.9379	93.79%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5880	58.80%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5095	50.95%
skin sensitisation	-	0.8267	82.67%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7815	78.15%
Acute Oral Toxicity (c)	I	0.4188	41.88%
Estrogen receptor binding	+	0.8671	86.71%
Androgen receptor binding	+	0.6531	65.31%
Thyroid receptor binding	+	0.5923	59.23%
Glucocorticoid receptor binding	+	0.7682	76.82%
Aromatase binding	+	0.6086	60.86%
PPAR gamma	-	0.5444	54.44%
Honey bee toxicity	-	0.7117	71.17%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5318	53.18%
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	96.15%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.82%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.33%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.13%	97.09%
CHEMBL1871	P10275	Androgen Receptor	90.98%	96.43%
CHEMBL2581	P07339	Cathepsin D	90.88%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.73%	89.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.47%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.69%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.94%	97.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.04%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	87.95%	91.19%
CHEMBL1937	Q92769	Histone deacetylase 2	86.77%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.29%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.86%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.29%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.12%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.21%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.52%	85.14%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.03%	89.34%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.88%	98.75%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.83%	89.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.66%	93.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.44%	96.09%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.69%	82.50%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.58%	94.80%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.28%	93.04%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.21%	97.28%
CHEMBL5028	O14672	ADAM10	80.53%	97.50%

Plants that contains it

• Isodon rubescens

Cross-Links

• PubChem: 10971528
• LOTUS: LTS0186652
• wikiData: Q105136441