Tetrahydroxysqualene

Details

• Internal ID: bceea7b1-16b4-405a-b4d3-6a4020e310c4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (6E,10E,14E,18E)-2,23-bis(hydroxymethyl)-6,10,15,19-tetramethyltetracosa-2,6,10,14,18,22-hexaene-1,24-diol
• InChI: InChI=1S/C30H50O4/c1-25(13-7-15-27(3)17-9-19-29(21-31)22-32)11-5-6-12-26(2)14-8-16-28(4)18-10-20-30(23-33)24-34/h11-12,15-16,19-20,31-34H,5-10,13-14,17-18,21-24H2,1-4H3/b25-11+,26-12+,27-15+,28-16+
• InChI Key: YMMHDITUHQNNKU-DKTKHUEWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₄
• Molecular Weight: 474.70 g/mol
• Exact Mass: 474.37091007 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 6.49
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 19

Synonyms

• (6E,10E,14E,18E)-2,23-bis(hydroxymethyl)-6,10,15,19-tetramethyltetracosa-2,6,10,14,18,22-hexaene-1,24-diol
• RefChem:188720
• Tetrahydroxysqualene
• CHEMBL498335
• orb1681578
• HY-N1160
• TN5134
• AKOS040762422
• FS-10098
• CS-0016450
• Q27134754
• (6E,10E,14E,18E)-2,23-bis(hydroxymethyl)-6,10,15,19-tetramethyl-tetracosa-2,6,10,14,18,22-hexaene-1,24-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8361	83.61%
Caco-2	-	0.6493	64.93%
Blood Brain Barrier	+	0.5649	56.49%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.4777	47.77%
OATP2B1 inhibitior	-	0.7155	71.55%
OATP1B1 inhibitior	+	0.9259	92.59%
OATP1B3 inhibitior	+	0.9398	93.98%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6960	69.60%
BSEP inhibitior	+	0.9402	94.02%
P-glycoprotein inhibitior	+	0.5917	59.17%
P-glycoprotein substrate	-	0.9382	93.82%
CYP3A4 substrate	-	0.6333	63.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7450	74.50%
CYP3A4 inhibition	-	0.7826	78.26%
CYP2C9 inhibition	-	0.8372	83.72%
CYP2C19 inhibition	-	0.8400	84.00%
CYP2D6 inhibition	-	0.8548	85.48%
CYP1A2 inhibition	-	0.7940	79.40%
CYP2C8 inhibition	-	0.9702	97.02%
CYP inhibitory promiscuity	-	0.8147	81.47%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7523	75.23%
Carcinogenicity (trinary)	Non-required	0.6726	67.26%
Eye corrosion	-	0.9121	91.21%
Eye irritation	-	0.7303	73.03%
Skin irritation	-	0.7520	75.20%
Skin corrosion	-	0.9765	97.65%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3615	36.15%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.7156	71.56%
Respiratory toxicity	-	0.8889	88.89%
Reproductive toxicity	-	0.9590	95.90%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.6546	65.46%
Acute Oral Toxicity (c)	IV	0.5343	53.43%
Estrogen receptor binding	+	0.7248	72.48%
Androgen receptor binding	-	0.7763	77.63%
Thyroid receptor binding	+	0.5448	54.48%
Glucocorticoid receptor binding	+	0.6011	60.11%
Aromatase binding	+	0.5308	53.08%
PPAR gamma	+	0.6886	68.86%
Honey bee toxicity	-	0.8559	85.59%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9416	94.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.74%	92.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.31%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.49%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	80.28%	94.73%

Plants that contains it

• Rhus taitensis

Cross-Links

• PubChem: 25058109
• LOTUS: LTS0156378
• wikiData: Q27134754