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

Details

• Internal ID: 3ebd7b60-2142-47f8-a171-9f5c142cbac7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(1S,1'R,2'S,5R,6S,6'S,9R)-6',11-diacetyloxy-2'-formyl-1'-methyl-10-methylidene-2-oxospiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,3'-cyclohexane]-1'-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1(C(CCC2(C1C=O)COC(=O)C34C2CCC(C3)C(=C)C4OC(=O)C)OC(=O)C)C
• SMILES (Isomeric): CC(=O)OC[C@@]1([C@H](CC[C@@]2([C@@H]1C=O)COC(=O)[C@]34[C@H]2CC[C@H](C3)C(=C)C4OC(=O)C)OC(=O)C)C
• InChI: InChI=1S/C26H34O9/c1-14-18-6-7-19-25(13-33-23(31)26(19,10-18)22(14)35-17(4)30)9-8-21(34-16(3)29)24(5,20(25)11-27)12-32-15(2)28/h11,18-22H,1,6-10,12-13H2,2-5H3/t18-,19+,20-,21+,22?,24+,25-,26+/m1/s1
• InChI Key: MSMFJFBUEIHNHZ-KBMFATIWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₄O₉
• Molecular Weight: 490.50 g/mol
• Exact Mass: 490.22028266 g/mol
• Topological Polar Surface Area (TPSA): 122.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9700	97.00%
Caco-2	-	0.7189	71.89%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6881	68.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8785	87.85%
OATP1B3 inhibitior	+	0.9145	91.45%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.5938	59.38%
P-glycoprotein inhibitior	+	0.7536	75.36%
P-glycoprotein substrate	-	0.5245	52.45%
CYP3A4 substrate	+	0.6813	68.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8549	85.49%
CYP3A4 inhibition	-	0.8217	82.17%
CYP2C9 inhibition	-	0.8630	86.30%
CYP2C19 inhibition	-	0.7895	78.95%
CYP2D6 inhibition	-	0.9537	95.37%
CYP1A2 inhibition	-	0.6549	65.49%
CYP2C8 inhibition	+	0.5850	58.50%
CYP inhibitory promiscuity	-	0.8332	83.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6564	65.64%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.8786	87.86%
Skin irritation	-	0.5675	56.75%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3670	36.70%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	-	0.8232	82.32%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.7517	75.17%
Acute Oral Toxicity (c)	III	0.4401	44.01%
Estrogen receptor binding	+	0.8675	86.75%
Androgen receptor binding	+	0.6448	64.48%
Thyroid receptor binding	+	0.6065	60.65%
Glucocorticoid receptor binding	+	0.7850	78.50%
Aromatase binding	+	0.7220	72.20%
PPAR gamma	+	0.6360	63.60%
Honey bee toxicity	-	0.7462	74.62%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9954	99.54%

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	94.04%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.43%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.28%	82.69%
CHEMBL2581	P07339	Cathepsin D	91.89%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.38%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	88.59%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.52%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.29%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.11%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.90%	97.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.09%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.16%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.05%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.65%	93.00%
CHEMBL5028	O14672	ADAM10	84.50%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.20%	95.89%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.78%	98.75%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.52%	97.28%
CHEMBL340	P08684	Cytochrome P450 3A4	83.48%	91.19%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.66%	89.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.66%	95.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.91%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.06%	92.62%
CHEMBL1871	P10275	Androgen Receptor	81.03%	96.43%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.91%	90.08%

Plants that contains it

• Isodon eriocalyx

Cross-Links

• PubChem: 53323114
• LOTUS: LTS0030898
• wikiData: Q105171261