3',11-Diacetyloxy-7-hydroxy-6',6'-dimethyl-10-methylidene-2-oxospiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,2'-cyclohexane]-1'-carboxylic acid

Details

• Internal ID: 803e904a-5083-4f85-8a5d-42225af0d6e3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 3',11-diacetyloxy-7-hydroxy-6',6'-dimethyl-10-methylidene-2-oxospiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,2'-cyclohexane]-1'-carboxylic acid
• InChI: InChI=1S/C24H32O9/c1-11-14-8-15(27)17-23(9-14,19(11)33-13(3)26)21(30)31-10-24(17)16(32-12(2)25)6-7-22(4,5)18(24)20(28)29/h14-19,27H,1,6-10H2,2-5H3,(H,28,29)
• InChI Key: HWECIBWYUKPCRM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₉
• Molecular Weight: 464.50 g/mol
• Exact Mass: 464.20463259 g/mol
• Topological Polar Surface Area (TPSA): 136.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.86
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9618	96.18%
Caco-2	-	0.6445	64.45%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7784	77.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8641	86.41%
OATP1B3 inhibitior	+	0.9231	92.31%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7042	70.42%
BSEP inhibitior	-	0.7707	77.07%
P-glycoprotein inhibitior	-	0.4902	49.02%
P-glycoprotein substrate	-	0.5878	58.78%
CYP3A4 substrate	+	0.6896	68.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8630	86.30%
CYP3A4 inhibition	-	0.7444	74.44%
CYP2C9 inhibition	-	0.7361	73.61%
CYP2C19 inhibition	-	0.8556	85.56%
CYP2D6 inhibition	-	0.9411	94.11%
CYP1A2 inhibition	-	0.6097	60.97%
CYP2C8 inhibition	-	0.6096	60.96%
CYP inhibitory promiscuity	-	0.9292	92.92%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6553	65.53%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.8707	87.07%
Skin irritation	+	0.5304	53.04%
Skin corrosion	-	0.9359	93.59%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5211	52.11%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5030	50.30%
skin sensitisation	-	0.8131	81.31%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.8142	81.42%
Acute Oral Toxicity (c)	I	0.4555	45.55%
Estrogen receptor binding	+	0.8412	84.12%
Androgen receptor binding	+	0.6809	68.09%
Thyroid receptor binding	+	0.5288	52.88%
Glucocorticoid receptor binding	+	0.7493	74.93%
Aromatase binding	+	0.6272	62.72%
PPAR gamma	+	0.5813	58.13%
Honey bee toxicity	-	0.7197	71.97%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9942	99.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	95.94%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.17%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.98%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.83%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.50%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.17%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.88%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	89.69%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.00%	99.23%
CHEMBL2581	P07339	Cathepsin D	88.53%	98.95%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.70%	89.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.43%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	86.51%	94.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.42%	91.07%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.88%	96.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.46%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.05%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.78%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.54%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.27%	96.77%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.82%	93.00%
CHEMBL1902	P62942	FK506-binding protein 1A	81.18%	97.05%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.72%	97.28%
CHEMBL5255	O00206	Toll-like receptor 4	80.28%	92.50%

Plants that contains it

• Isodon shikokianus

Cross-Links

• PubChem: 163015297
• LOTUS: LTS0254180
• wikiData: Q105034616