(1S,4R,5R,6R,10S,12S,13S,16R,21R)-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosane-8,18-dione

Details

• Internal ID: 172d3a9d-abda-4346-9399-ff5d3a8e6c92
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,4R,5R,6R,10S,12S,13S,16R,21R)-4,6,12,17,17-pentamethyl-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosane-8,18-dione
• SMILES (Canonical): CC1CC(=O)OC2C1C3(CCC45CC46CCC(=O)C(C6CCC5C3(C2)C)(C)C)C
• SMILES (Isomeric): C[C@@H]1CC(=O)O[C@@H]2[C@H]1[C@]3(CC[C@@]45C[C@@]46CCC(=O)C([C@@H]6CC[C@H]5[C@@]3(C2)C)(C)C)C
• InChI: InChI=1S/C26H38O3/c1-15-12-20(28)29-16-13-24(5)18-7-6-17-22(2,3)19(27)8-9-25(17)14-26(18,25)11-10-23(24,4)21(15)16/h15-18,21H,6-14H2,1-5H3/t15-,16+,17+,18+,21+,23-,24+,25-,26+/m1/s1
• InChI Key: ANGQYAXZJIEVNR-AISQBGLESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈O₃
• Molecular Weight: 398.60 g/mol
• Exact Mass: 398.28209507 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.56
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9857	98.57%
Caco-2	+	0.6382	63.82%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7057	70.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8654	86.54%
OATP1B3 inhibitior	+	0.9860	98.60%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.4571	45.71%
P-glycoprotein inhibitior	-	0.5748	57.48%
P-glycoprotein substrate	-	0.7883	78.83%
CYP3A4 substrate	+	0.6130	61.30%
CYP2C9 substrate	-	0.7948	79.48%
CYP2D6 substrate	-	0.8325	83.25%
CYP3A4 inhibition	-	0.8899	88.99%
CYP2C9 inhibition	-	0.8037	80.37%
CYP2C19 inhibition	-	0.7536	75.36%
CYP2D6 inhibition	-	0.9545	95.45%
CYP1A2 inhibition	-	0.8297	82.97%
CYP2C8 inhibition	-	0.5753	57.53%
CYP inhibitory promiscuity	-	0.9728	97.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7147	71.47%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.9011	90.11%
Skin irritation	-	0.5647	56.47%
Skin corrosion	-	0.8131	81.31%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7483	74.83%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7007	70.07%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5833	58.33%
Acute Oral Toxicity (c)	III	0.5791	57.91%
Estrogen receptor binding	+	0.8471	84.71%
Androgen receptor binding	+	0.7348	73.48%
Thyroid receptor binding	+	0.7594	75.94%
Glucocorticoid receptor binding	+	0.8053	80.53%
Aromatase binding	+	0.8614	86.14%
PPAR gamma	+	0.6297	62.97%
Honey bee toxicity	-	0.7766	77.66%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9770	97.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.54%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.96%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.42%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.74%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.36%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.04%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.48%	92.94%
CHEMBL1902	P62942	FK506-binding protein 1A	84.89%	97.05%
CHEMBL204	P00734	Thrombin	84.30%	96.01%
CHEMBL217	P14416	Dopamine D2 receptor	84.12%	95.62%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.84%	89.34%

Plants that contains it

• Viguiera dentata

Cross-Links

• PubChem: 163023427
• LOTUS: LTS0019558
• wikiData: Q104915142