(1R,4R,5S,8S,9R,13S,14S,17S,18S,20S)-4,8,9,14,17,20-hexamethyl-22-oxahexacyclo[18.3.2.01,18.04,17.05,14.08,13]pentacosane-10,21-dione

Details

• Internal ID: 1ac4aa56-c1f9-4ab7-aeb1-5a5e676e1f7e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R,4R,5S,8S,9R,13S,14S,17S,18S,20S)-4,8,9,14,17,20-hexamethyl-22-oxahexacyclo[18.3.2.01,18.04,17.05,14.08,13]pentacosane-10,21-dione
• InChI: InChI=1S/C30H46O3/c1-19-20(31)7-8-21-26(19,3)10-9-22-27(21,4)12-13-29(6)23-17-25(2)11-15-30(23,18-33-24(25)32)16-14-28(22,29)5/h19,21-23H,7-18H2,1-6H3/t19-,21+,22-,23-,25-,26+,27-,28+,29-,30+/m0/s1
• InChI Key: SKTHBZAZNLILND-TXKVWOPDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₃
• Molecular Weight: 454.70 g/mol
• Exact Mass: 454.34469533 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 6.97
• 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	+	0.9909	99.09%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7405	74.05%
OATP2B1 inhibitior	-	0.7212	72.12%
OATP1B1 inhibitior	+	0.9231	92.31%
OATP1B3 inhibitior	+	0.9796	97.96%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.8387	83.87%
P-glycoprotein inhibitior	-	0.5223	52.23%
P-glycoprotein substrate	-	0.7217	72.17%
CYP3A4 substrate	+	0.6645	66.45%
CYP2C9 substrate	-	0.8012	80.12%
CYP2D6 substrate	-	0.8310	83.10%
CYP3A4 inhibition	-	0.8566	85.66%
CYP2C9 inhibition	-	0.8451	84.51%
CYP2C19 inhibition	-	0.8384	83.84%
CYP2D6 inhibition	-	0.9591	95.91%
CYP1A2 inhibition	-	0.7402	74.02%
CYP2C8 inhibition	-	0.7488	74.88%
CYP inhibitory promiscuity	-	0.9745	97.45%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6370	63.70%
Eye corrosion	-	0.9788	97.88%
Eye irritation	-	0.8964	89.64%
Skin irritation	-	0.6767	67.67%
Skin corrosion	-	0.9275	92.75%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7381	73.81%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5645	56.45%
skin sensitisation	-	0.8334	83.34%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.5731	57.31%
Acute Oral Toxicity (c)	III	0.5549	55.49%
Estrogen receptor binding	+	0.7765	77.65%
Androgen receptor binding	+	0.6832	68.32%
Thyroid receptor binding	+	0.6127	61.27%
Glucocorticoid receptor binding	+	0.7578	75.78%
Aromatase binding	+	0.7176	71.76%
PPAR gamma	+	0.6254	62.54%
Honey bee toxicity	-	0.7545	75.45%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9788	97.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	91.96%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.22%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.14%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.89%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.81%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.70%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.84%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.33%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.14%	94.45%
CHEMBL1871	P10275	Androgen Receptor	83.06%	96.43%
CHEMBL1937	Q92769	Histone deacetylase 2	82.58%	94.75%

Plants that contains it

• Gymnosporia diversifolia

Cross-Links

• PubChem: 101929804
• LOTUS: LTS0001385
• wikiData: Q105255022