[6,18-Dihydroxy-18-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-2,6,10,15-tetramethyloctadeca-2,10,14-trien-7-yl] acetate

Details

• Internal ID: 3dc5486b-d110-4929-8848-e81aa4e2e36a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [6,18-dihydroxy-18-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-2,6,10,15-tetramethyloctadeca-2,10,14-trien-7-yl] acetate
• SMILES (Canonical): CC(=CCCC(C)(C(CCC(=CCCC=C(C)CCC(C1(CCC(O1)C(C)(C)O)C)O)C)OC(=O)C)O)C
• SMILES (Isomeric): CC(=CCCC(C)(C(CCC(=CCCC=C(C)CCC(C1(CCC(O1)C(C)(C)O)C)O)C)OC(=O)C)O)C
• InChI: InChI=1S/C32H56O6/c1-23(2)13-12-21-31(8,36)29(37-26(5)33)19-17-25(4)15-11-10-14-24(3)16-18-27(34)32(9)22-20-28(38-32)30(6,7)35/h13-15,27-29,34-36H,10-12,16-22H2,1-9H3
• InChI Key: UXJCAWNWJBFSIV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₆O₆
• Molecular Weight: 536.80 g/mol
• Exact Mass: 536.40768950 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 6.72
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9639	96.39%
Caco-2	-	0.7243	72.43%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7027	70.27%
OATP2B1 inhibitior	-	0.7144	71.44%
OATP1B1 inhibitior	+	0.8979	89.79%
OATP1B3 inhibitior	+	0.9043	90.43%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8785	87.85%
P-glycoprotein inhibitior	+	0.7084	70.84%
P-glycoprotein substrate	-	0.5973	59.73%
CYP3A4 substrate	+	0.6840	68.40%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8649	86.49%
CYP3A4 inhibition	-	0.7052	70.52%
CYP2C9 inhibition	-	0.6440	64.40%
CYP2C19 inhibition	-	0.6501	65.01%
CYP2D6 inhibition	-	0.9114	91.14%
CYP1A2 inhibition	-	0.6487	64.87%
CYP2C8 inhibition	-	0.5922	59.22%
CYP inhibitory promiscuity	-	0.7501	75.01%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.7928	79.28%
Carcinogenicity (trinary)	Non-required	0.6396	63.96%
Eye corrosion	-	0.9697	96.97%
Eye irritation	-	0.9105	91.05%
Skin irritation	-	0.5797	57.97%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4471	44.71%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5274	52.74%
skin sensitisation	-	0.5940	59.40%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5034	50.34%
Estrogen receptor binding	+	0.6730	67.30%
Androgen receptor binding	-	0.5629	56.29%
Thyroid receptor binding	+	0.5873	58.73%
Glucocorticoid receptor binding	+	0.6557	65.57%
Aromatase binding	+	0.6614	66.14%
PPAR gamma	+	0.6003	60.03%
Honey bee toxicity	-	0.6370	63.70%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9606	96.06%

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	98.39%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.68%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.21%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.61%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.79%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.12%	96.77%
CHEMBL284	P27487	Dipeptidyl peptidase IV	90.63%	95.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.40%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.29%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.39%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	88.19%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.55%	92.62%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	86.23%	92.78%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.98%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.63%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.57%	99.17%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.34%	89.05%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.42%	95.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.03%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	83.97%	94.73%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.66%	82.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.15%	92.88%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.46%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.29%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.25%	91.07%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.94%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.81%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.71%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.48%	97.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.44%	93.04%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.38%	89.34%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.03%	96.90%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.82%	97.14%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.80%	89.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.49%	95.89%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.42%	97.47%

Plants that contains it

• Simaba orinocensis

Cross-Links

• PubChem: 162881634
• LOTUS: LTS0204235
• wikiData: Q105280851