[(2R,3R,3aR,4S,7S,7aR)-7,7a-dimethyl-4'-methylidene-3-(2-methylpropanoyloxy)-2'-oxospiro[3,3a,4,5,6,7-hexahydro-1H-indene-2,3'-oxolane]-4-yl] 3-methylbut-2-enoate

Details

• Internal ID: 2ac330dc-c14e-4ea0-a13b-da3cff285ee8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(2R,3R,3aR,4S,7S,7aR)-7,7a-dimethyl-4'-methylidene-3-(2-methylpropanoyloxy)-2'-oxospiro[3,3a,4,5,6,7-hexahydro-1H-indene-2,3'-oxolane]-4-yl] 3-methylbut-2-enoate
• SMILES (Canonical): CC1CCC(C2C1(CC3(C2OC(=O)C(C)C)C(=C)COC3=O)C)OC(=O)C=C(C)C
• SMILES (Isomeric): C[C@H]1CC[C@@H]([C@H]2[C@@]1(C[C@]3([C@@H]2OC(=O)C(C)C)C(=C)COC3=O)C)OC(=O)C=C(C)C
• InChI: InChI=1S/C24H34O6/c1-13(2)10-18(25)29-17-9-8-15(5)23(7)12-24(16(6)11-28-22(24)27)20(19(17)23)30-21(26)14(3)4/h10,14-15,17,19-20H,6,8-9,11-12H2,1-5,7H3/t15-,17-,19+,20+,23+,24+/m0/s1
• InChI Key: DOZBNAYGGAIJEJ-ZMLBSWEPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₄O₆
• Molecular Weight: 418.50 g/mol
• Exact Mass: 418.23553880 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.99
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	+	0.5951	59.51%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7794	77.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9012	90.12%
OATP1B3 inhibitior	-	0.2227	22.27%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.6613	66.13%
P-glycoprotein inhibitior	+	0.6950	69.50%
P-glycoprotein substrate	-	0.6379	63.79%
CYP3A4 substrate	+	0.6595	65.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9063	90.63%
CYP3A4 inhibition	-	0.7779	77.79%
CYP2C9 inhibition	-	0.7305	73.05%
CYP2C19 inhibition	-	0.7556	75.56%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	-	0.5237	52.37%
CYP2C8 inhibition	-	0.6377	63.77%
CYP inhibitory promiscuity	-	0.8807	88.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5832	58.32%
Eye corrosion	-	0.9774	97.74%
Eye irritation	-	0.9165	91.65%
Skin irritation	-	0.5404	54.04%
Skin corrosion	-	0.9176	91.76%
Ames mutagenesis	+	0.5399	53.99%
Human Ether-a-go-go-Related Gene inhibition	-	0.5339	53.39%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.7223	72.23%
skin sensitisation	-	0.7403	74.03%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.7449	74.49%
Acute Oral Toxicity (c)	III	0.5790	57.90%
Estrogen receptor binding	+	0.8129	81.29%
Androgen receptor binding	+	0.6483	64.83%
Thyroid receptor binding	+	0.5704	57.04%
Glucocorticoid receptor binding	+	0.7540	75.40%
Aromatase binding	+	0.6914	69.14%
PPAR gamma	+	0.6464	64.64%
Honey bee toxicity	-	0.5374	53.74%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9972	99.72%

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	96.15%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.57%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.41%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.89%	96.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.99%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	91.85%	91.19%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.21%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.66%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.40%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.82%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.89%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.60%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.96%	86.33%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.77%	95.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.39%	97.14%
CHEMBL4040	P28482	MAP kinase ERK2	82.86%	83.82%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.62%	92.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.18%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.65%	91.07%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.44%	98.75%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	80.70%	92.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.42%	95.89%

Plants that contains it

• Petasites formosanus

Cross-Links

• PubChem: 10740735
• LOTUS: LTS0102077
• wikiData: Q104986335