(1S,4R,5R,6S,9S,11S,12S,15R,20R)-4,6,11,16,16-pentamethyl-8-oxahexacyclo[10.9.0.01,20.04,11.05,9.015,20]henicosane-7,17-dione

Details

• Internal ID: 428b393e-663e-407e-8fea-f027fafc9931
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,4R,5R,6S,9S,11S,12S,15R,20R)-4,6,11,16,16-pentamethyl-8-oxahexacyclo[10.9.0.01,20.04,11.05,9.015,20]henicosane-7,17-dione
• InChI: InChI=1S/C25H36O3/c1-14-19-15(28-20(14)27)12-23(5)17-7-6-16-21(2,3)18(26)8-9-24(16)13-25(17,24)11-10-22(19,23)4/h14-17,19H,6-13H2,1-5H3/t14-,15-,16-,17-,19-,22+,23-,24+,25-/m0/s1
• InChI Key: IIDCIKFFJCOCMK-VKUBGHMMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₆O₃
• Molecular Weight: 384.60 g/mol
• Exact Mass: 384.26644501 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.17
• 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	+	0.9926	99.26%
Caco-2	+	0.5726	57.26%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7174	71.74%
OATP2B1 inhibitior	-	0.8648	86.48%
OATP1B1 inhibitior	+	0.8902	89.02%
OATP1B3 inhibitior	+	0.9826	98.26%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5852	58.52%
P-glycoprotein inhibitior	-	0.5523	55.23%
P-glycoprotein substrate	-	0.7780	77.80%
CYP3A4 substrate	+	0.6013	60.13%
CYP2C9 substrate	-	0.7948	79.48%
CYP2D6 substrate	-	0.8325	83.25%
CYP3A4 inhibition	-	0.8318	83.18%
CYP2C9 inhibition	-	0.7865	78.65%
CYP2C19 inhibition	-	0.5824	58.24%
CYP2D6 inhibition	-	0.9564	95.64%
CYP1A2 inhibition	-	0.8265	82.65%
CYP2C8 inhibition	-	0.7365	73.65%
CYP inhibitory promiscuity	-	0.9514	95.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6675	66.75%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.8927	89.27%
Skin irritation	-	0.5762	57.62%
Skin corrosion	-	0.7834	78.34%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6786	67.86%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.6977	69.77%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6163	61.63%
Acute Oral Toxicity (c)	III	0.6191	61.91%
Estrogen receptor binding	+	0.8536	85.36%
Androgen receptor binding	+	0.7145	71.45%
Thyroid receptor binding	+	0.7281	72.81%
Glucocorticoid receptor binding	+	0.7489	74.89%
Aromatase binding	+	0.8565	85.65%
PPAR gamma	+	0.6606	66.06%
Honey bee toxicity	-	0.7979	79.79%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9898	98.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL204	P00734	Thrombin	96.02%	96.01%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.65%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.59%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.15%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.37%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.26%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.40%	92.94%
CHEMBL1937	Q92769	Histone deacetylase 2	84.40%	94.75%
CHEMBL259	P32245	Melanocortin receptor 4	84.22%	95.38%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.13%	85.30%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.21%	96.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.91%	83.57%

Plants that contains it

• Lindheimera texana

Cross-Links

• PubChem: 162936697
• LOTUS: LTS0151847
• wikiData: Q105113416