(2R,3aR,7aR)-3,4-dihydroxy-7,7a-dimethyl-4'-methylidenespiro[3,3a,4,5,6,7-hexahydro-1H-indene-2,3'-oxolane]-2'-one

Details

• Internal ID: 3bc8934b-dcea-41dd-aef2-482b2b8ff487
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (2R,3aR,7aR)-3,4-dihydroxy-7,7a-dimethyl-4'-methylidenespiro[3,3a,4,5,6,7-hexahydro-1H-indene-2,3'-oxolane]-2'-one
• InChI: InChI=1S/C15H22O4/c1-8-4-5-10(16)11-12(17)15(7-14(8,11)3)9(2)6-19-13(15)18/h8,10-12,16-17H,2,4-7H2,1,3H3/t8?,10?,11-,12?,14-,15-/m1/s1
• InChI Key: VNFLYLCSLQITAF-JIUAHLMGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.26
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9765	97.65%
Caco-2	+	0.5870	58.70%
Blood Brain Barrier	-	0.5473	54.73%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7002	70.02%
OATP2B1 inhibitior	-	0.8511	85.11%
OATP1B1 inhibitior	+	0.9291	92.91%
OATP1B3 inhibitior	+	0.9397	93.97%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6144	61.44%
BSEP inhibitior	-	0.9238	92.38%
P-glycoprotein inhibitior	-	0.8915	89.15%
P-glycoprotein substrate	-	0.8580	85.80%
CYP3A4 substrate	+	0.5782	57.82%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	-	0.7831	78.31%
CYP3A4 inhibition	-	0.8196	81.96%
CYP2C9 inhibition	-	0.8923	89.23%
CYP2C19 inhibition	-	0.9181	91.81%
CYP2D6 inhibition	-	0.9402	94.02%
CYP1A2 inhibition	-	0.7577	75.77%
CYP2C8 inhibition	-	0.9214	92.14%
CYP inhibitory promiscuity	-	0.9292	92.92%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5951	59.51%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.8832	88.32%
Skin irritation	+	0.5094	50.94%
Skin corrosion	-	0.9254	92.54%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7578	75.78%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.6792	67.92%
skin sensitisation	-	0.8384	83.84%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6623	66.23%
Acute Oral Toxicity (c)	III	0.3779	37.79%
Estrogen receptor binding	+	0.5922	59.22%
Androgen receptor binding	+	0.6310	63.10%
Thyroid receptor binding	+	0.5294	52.94%
Glucocorticoid receptor binding	+	0.6246	62.46%
Aromatase binding	-	0.5219	52.19%
PPAR gamma	-	0.6862	68.62%
Honey bee toxicity	-	0.8425	84.25%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9867	98.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1994	P08235	Mineralocorticoid receptor	91.01%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.93%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.12%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.12%	85.14%
CHEMBL2581	P07339	Cathepsin D	87.63%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.82%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.86%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.55%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.86%	89.00%
CHEMBL1871	P10275	Androgen Receptor	83.01%	96.43%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.50%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.34%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.92%	94.45%

Plants that contains it

• Petasites formosanus

Cross-Links

• PubChem: 137705903
• LOTUS: LTS0095186
• wikiData: Q105289583