(1R,2S,5S,10R,14R,15R,18R,21R,22R)-1,2,8,8,15,21-hexamethyl-19-oxahexacyclo[12.10.0.02,11.05,10.015,22.018,21]tetracos-11-ene-5-carboxylic acid

Details

• Internal ID: 65bbf09c-ec8d-401d-bbad-c3b4e2ee40b2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R,2S,5S,10R,14R,15R,18R,21R,22R)-1,2,8,8,15,21-hexamethyl-19-oxahexacyclo[12.10.0.02,11.05,10.015,22.018,21]tetracos-11-ene-5-carboxylic acid
• InChI: InChI=1S/C30H46O3/c1-25(2)13-15-30(24(31)32)16-14-28(5)19(20(30)17-25)7-8-22-26(3)11-10-23-27(4,18-33-23)21(26)9-12-29(22,28)6/h7,20-23H,8-18H2,1-6H3,(H,31,32)/t20-,21-,22-,23-,26+,27+,28-,29-,30+/m1/s1
• InChI Key: TYAXJAYEQFCSEV-CEKVWTEQSA-N
• Popularity: 0 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): 46.50 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 7.25
• H-Bond Acceptor: 2
• 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	+	0.9920	99.20%
Caco-2	+	0.5305	53.05%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7714	77.14%
OATP2B1 inhibitior	-	0.7194	71.94%
OATP1B1 inhibitior	+	0.7660	76.60%
OATP1B3 inhibitior	+	0.9201	92.01%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	+	0.9250	92.50%
P-glycoprotein inhibitior	-	0.7471	74.71%
P-glycoprotein substrate	-	0.7901	79.01%
CYP3A4 substrate	+	0.6470	64.70%
CYP2C9 substrate	-	0.6036	60.36%
CYP2D6 substrate	-	0.8666	86.66%
CYP3A4 inhibition	-	0.7198	71.98%
CYP2C9 inhibition	-	0.5798	57.98%
CYP2C19 inhibition	-	0.6199	61.99%
CYP2D6 inhibition	-	0.9181	91.81%
CYP1A2 inhibition	-	0.6828	68.28%
CYP2C8 inhibition	+	0.4854	48.54%
CYP inhibitory promiscuity	-	0.8522	85.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5435	54.35%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9205	92.05%
Skin irritation	-	0.6682	66.82%
Skin corrosion	-	0.9552	95.52%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4095	40.95%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.6079	60.79%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6297	62.97%
Estrogen receptor binding	+	0.8331	83.31%
Androgen receptor binding	+	0.6802	68.02%
Thyroid receptor binding	+	0.6741	67.41%
Glucocorticoid receptor binding	+	0.8436	84.36%
Aromatase binding	+	0.7078	70.78%
PPAR gamma	+	0.6453	64.53%
Honey bee toxicity	-	0.8582	85.82%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9933	99.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	94.77%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.06%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.42%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.38%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.46%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.19%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.88%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	84.48%	90.17%
CHEMBL2581	P07339	Cathepsin D	84.38%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.68%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.46%	99.23%

Plants that contains it

• Cyclocarya paliurus

Cross-Links

• PubChem: 101889905
• LOTUS: LTS0116888
• wikiData: Q105267210