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

Details

• Internal ID: ca1e789a-cbef-40f8-babf-44206be9ba3a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(1'R,3'S,6S,7S,9R)-3'-acetyloxy-7-hydroxy-6',6'-dimethyl-10-methylidene-2,11-dioxospiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,2'-cyclohexane]-1'-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(CCC(C12COC(=O)C34C2C(CC(C3)C(=C)C4=O)O)OC(=O)C)(C)C
• SMILES (Isomeric): CC(=O)OC[C@@H]1C(CC[C@@H](C12COC(=O)C34[C@H]2[C@H](C[C@@H](C3)C(=C)C4=O)O)OC(=O)C)(C)C
• InChI: InChI=1S/C24H32O8/c1-12-15-8-16(27)19-23(9-15,20(12)28)21(29)31-11-24(19)17(10-30-13(2)25)22(4,5)7-6-18(24)32-14(3)26/h15-19,27H,1,6-11H2,2-5H3/t15-,16-,17+,18-,19+,23?,24?/m0/s1
• InChI Key: LUXJXSFHXOVGTA-QDIPXSJXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₈
• Molecular Weight: 448.50 g/mol
• Exact Mass: 448.20971797 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 8
• 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	+	0.9481	94.81%
Caco-2	-	0.6094	60.94%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7510	75.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8048	80.48%
OATP1B3 inhibitior	+	0.9089	90.89%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.6689	66.89%
P-glycoprotein inhibitior	-	0.4658	46.58%
P-glycoprotein substrate	-	0.6155	61.55%
CYP3A4 substrate	+	0.6932	69.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8794	87.94%
CYP3A4 inhibition	-	0.7751	77.51%
CYP2C9 inhibition	-	0.7157	71.57%
CYP2C19 inhibition	-	0.7725	77.25%
CYP2D6 inhibition	-	0.9456	94.56%
CYP1A2 inhibition	-	0.7192	71.92%
CYP2C8 inhibition	+	0.4715	47.15%
CYP inhibitory promiscuity	-	0.9256	92.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6846	68.46%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.8980	89.80%
Skin irritation	+	0.4937	49.37%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4528	45.28%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5715	57.15%
skin sensitisation	-	0.8177	81.77%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.8907	89.07%
Acute Oral Toxicity (c)	I	0.4203	42.03%
Estrogen receptor binding	+	0.8174	81.74%
Androgen receptor binding	+	0.7067	70.67%
Thyroid receptor binding	+	0.5449	54.49%
Glucocorticoid receptor binding	+	0.7767	77.67%
Aromatase binding	+	0.5897	58.97%
PPAR gamma	+	0.6531	65.31%
Honey bee toxicity	-	0.7937	79.37%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9928	99.28%

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	99.06%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.85%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.17%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.57%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.80%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.40%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.84%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.75%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.96%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.12%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	86.30%	91.19%
CHEMBL2581	P07339	Cathepsin D	86.06%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	84.79%	95.93%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.28%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.88%	89.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.65%	89.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.39%	95.50%
CHEMBL1871	P10275	Androgen Receptor	82.80%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.48%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.37%	97.14%
CHEMBL5255	O00206	Toll-like receptor 4	82.21%	92.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.93%	93.04%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.83%	94.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.77%	99.23%

Plants that contains it

• Isodon serra

Cross-Links

• PubChem: 163411
• NPASS: NPC196269