2-Hydroxymethyl-2,3,22,23-tetrahydroxy-6,10,15,19,23-pentamethyl-6,10,14,18-tetracosatetraene

Details

• Internal ID: 277a4d50-055b-4190-b76e-9e7206f6b3ac
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2,6,10,15,19,23-hexamethyltetracosa-6,10,14,18-tetraene-1,2,3,22,23-pentol
• SMILES (Canonical): CC(=CCCC=C(C)CCC=C(C)CCC(C(C)(CO)O)O)CCC=C(C)CCC(C(C)(C)O)O
• SMILES (Isomeric): CC(=CCCC=C(C)CCC=C(C)CCC(C(C)(CO)O)O)CCC=C(C)CCC(C(C)(C)O)O
• InChI: InChI=1S/C30H54O5/c1-23(14-10-16-25(3)18-20-27(32)29(5,6)34)12-8-9-13-24(2)15-11-17-26(4)19-21-28(33)30(7,35)22-31/h12-13,16-17,27-28,31-35H,8-11,14-15,18-22H2,1-7H3
• InChI Key: WRTOUBQZZGFLLV-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₄O₅
• Molecular Weight: 494.70 g/mol
• Exact Mass: 494.39712482 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.91
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8602	86.02%
Caco-2	-	0.7508	75.08%
Blood Brain Barrier	+	0.7635	76.35%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6126	61.26%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.9184	91.84%
OATP1B3 inhibitior	+	0.9210	92.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5858	58.58%
BSEP inhibitior	+	0.9757	97.57%
P-glycoprotein inhibitior	-	0.4691	46.91%
P-glycoprotein substrate	-	0.8208	82.08%
CYP3A4 substrate	-	0.5185	51.85%
CYP2C9 substrate	-	0.8127	81.27%
CYP2D6 substrate	-	0.7783	77.83%
CYP3A4 inhibition	-	0.8500	85.00%
CYP2C9 inhibition	-	0.7651	76.51%
CYP2C19 inhibition	-	0.8211	82.11%
CYP2D6 inhibition	-	0.8998	89.98%
CYP1A2 inhibition	-	0.7955	79.55%
CYP2C8 inhibition	-	0.9371	93.71%
CYP inhibitory promiscuity	-	0.9017	90.17%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.7198	71.98%
Eye corrosion	-	0.9787	97.87%
Eye irritation	-	0.8899	88.99%
Skin irritation	-	0.5861	58.61%
Skin corrosion	-	0.9818	98.18%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3628	36.28%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6537	65.37%
skin sensitisation	-	0.6175	61.75%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.8667	86.67%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.5590	55.90%
Acute Oral Toxicity (c)	III	0.5560	55.60%
Estrogen receptor binding	+	0.6457	64.57%
Androgen receptor binding	-	0.6620	66.20%
Thyroid receptor binding	+	0.5991	59.91%
Glucocorticoid receptor binding	+	0.6455	64.55%
Aromatase binding	+	0.6285	62.85%
PPAR gamma	+	0.6923	69.23%
Honey bee toxicity	-	0.7882	78.82%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.7848	78.48%

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	95.06%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.57%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.11%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.10%	85.14%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.01%	97.29%
CHEMBL3401	O75469	Pregnane X receptor	89.16%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.45%	99.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	85.30%	92.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.81%	91.11%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	82.84%	97.23%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.32%	96.90%
CHEMBL2996	Q05655	Protein kinase C delta	80.26%	97.79%

Plants that contains it

• Ekebergia capensis

Cross-Links

• PubChem: 74332597
• LOTUS: LTS0159132
• wikiData: Q105311573