(1R,3bR,4R,5aS,10aR,10bR,12aS)-1-(furan-3-yl)-4-hydroxy-3b,6,6,10a,12a-pentamethyl-1,2,4,5,5a,10b,11,12-octahydroindeno[5,4-g][2]benzoxepin-8-one

Details

• Internal ID: 1dd1650f-a510-466b-8b83-308629e880a9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: (1R,3bR,4R,5aS,10aR,10bR,12aS)-1-(furan-3-yl)-4-hydroxy-3b,6,6,10a,12a-pentamethyl-1,2,4,5,5a,10b,11,12-octahydroindeno[5,4-g][2]benzoxepin-8-one
• InChI: InChI=1S/C26H34O4/c1-23(2)20-14-21(27)26(5)18-7-6-17(16-10-13-29-15-16)24(18,3)11-8-19(26)25(20,4)12-9-22(28)30-23/h7,9-10,12-13,15,17,19-21,27H,6,8,11,14H2,1-5H3/t17-,19+,20+,21+,24-,25+,26-/m0/s1
• InChI Key: ZPDGIAXQQRWSBB-BIXFHMGDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₄O₄
• Molecular Weight: 410.50 g/mol
• Exact Mass: 410.24570956 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.39
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	-	0.5201	52.01%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7891	78.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3320	33.20%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9706	97.06%
P-glycoprotein inhibitior	-	0.4420	44.20%
P-glycoprotein substrate	-	0.6349	63.49%
CYP3A4 substrate	+	0.7002	70.02%
CYP2C9 substrate	-	0.8097	80.97%
CYP2D6 substrate	-	0.8665	86.65%
CYP3A4 inhibition	+	0.5132	51.32%
CYP2C9 inhibition	-	0.8092	80.92%
CYP2C19 inhibition	-	0.7324	73.24%
CYP2D6 inhibition	-	0.9136	91.36%
CYP1A2 inhibition	-	0.6451	64.51%
CYP2C8 inhibition	+	0.5399	53.99%
CYP inhibitory promiscuity	-	0.8033	80.33%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4424	44.24%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.9654	96.54%
Skin irritation	-	0.5149	51.49%
Skin corrosion	-	0.9301	93.01%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8435	84.35%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5654	56.54%
skin sensitisation	-	0.8054	80.54%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.4637	46.37%
Acute Oral Toxicity (c)	III	0.4967	49.67%
Estrogen receptor binding	+	0.8799	87.99%
Androgen receptor binding	+	0.6630	66.30%
Thyroid receptor binding	+	0.7403	74.03%
Glucocorticoid receptor binding	+	0.8361	83.61%
Aromatase binding	+	0.7568	75.68%
PPAR gamma	+	0.5454	54.54%
Honey bee toxicity	-	0.8526	85.26%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.71%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.87%	97.09%
CHEMBL3038469	P24941	CDK2/Cyclin A	91.19%	91.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.34%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.44%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.47%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.74%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.68%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.78%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.25%	82.69%
CHEMBL2581	P07339	Cathepsin D	81.58%	98.95%

Plants that contains it

• Vepris grandifolia

Cross-Links

• PubChem: 162928650
• LOTUS: LTS0139641
• wikiData: Q105380845