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

Details

• Internal ID: 6af27363-1020-4dbf-80b2-77c7f4568211
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(2R,3R,3aR,4S,7S,7aR)-7,7a-dimethyl-3-(3-methylbutanoyloxy)-4'-methylidene-2'-oxospiro[3,3a,4,5,6,7-hexahydro-1H-indene-2,3'-oxolane]-4-yl] 2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1CCC(C2(C1C(C3(C2)C(=C)COC3=O)OC(=O)CC(C)C)C)C
• SMILES (Isomeric): CCC(C)C(=O)O[C@H]1CC[C@@H]([C@@]2([C@H]1[C@H]([C@@]3(C2)C(=C)COC3=O)OC(=O)CC(C)C)C)C
• InChI: InChI=1S/C25H38O6/c1-8-15(4)22(27)30-18-10-9-16(5)24(7)13-25(17(6)12-29-23(25)28)21(20(18)24)31-19(26)11-14(2)3/h14-16,18,20-21H,6,8-13H2,1-5,7H3/t15?,16-,18-,20+,21+,24+,25+/m0/s1
• InChI Key: SAOVQSPISBNRKK-QQQLGEIZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₈O₆
• Molecular Weight: 434.60 g/mol
• Exact Mass: 434.26683893 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.46
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	-	0.5394	53.94%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7311	73.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8698	86.98%
OATP1B3 inhibitior	+	0.8858	88.58%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.7357	73.57%
P-glycoprotein inhibitior	+	0.6165	61.65%
P-glycoprotein substrate	-	0.6172	61.72%
CYP3A4 substrate	+	0.6545	65.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8583	85.83%
CYP3A4 inhibition	-	0.6366	63.66%
CYP2C9 inhibition	-	0.6652	66.52%
CYP2C19 inhibition	-	0.6387	63.87%
CYP2D6 inhibition	-	0.9295	92.95%
CYP1A2 inhibition	-	0.6160	61.60%
CYP2C8 inhibition	+	0.4447	44.47%
CYP inhibitory promiscuity	-	0.6952	69.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5878	58.78%
Eye corrosion	-	0.9810	98.10%
Eye irritation	-	0.9168	91.68%
Skin irritation	-	0.5539	55.39%
Skin corrosion	-	0.9344	93.44%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7178	71.78%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.7497	74.97%
skin sensitisation	-	0.7762	77.62%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5690	56.90%
Acute Oral Toxicity (c)	III	0.6630	66.30%
Estrogen receptor binding	+	0.7836	78.36%
Androgen receptor binding	+	0.6559	65.59%
Thyroid receptor binding	+	0.5516	55.16%
Glucocorticoid receptor binding	+	0.7012	70.12%
Aromatase binding	+	0.5781	57.81%
PPAR gamma	+	0.6138	61.38%
Honey bee toxicity	-	0.7386	73.86%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5450	54.50%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.12%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.14%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.73%	97.25%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	93.91%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.22%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.98%	96.77%
CHEMBL2996	Q05655	Protein kinase C delta	88.65%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.98%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.66%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	86.47%	91.19%
CHEMBL4040	P28482	MAP kinase ERK2	85.46%	83.82%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.22%	96.38%
CHEMBL5255	O00206	Toll-like receptor 4	84.90%	92.50%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	83.43%	92.78%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.85%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.84%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.52%	97.14%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.38%	89.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.36%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.12%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.11%	94.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.85%	95.56%

Plants that contains it

• Petasites formosanus

Cross-Links

• PubChem: 10812747
• LOTUS: LTS0094809
• wikiData: Q105249021