(6S,7S,10E,14E,18S,19R)-2,6,10,15,19,23-hexamethyltetracosa-2,10,14,22-tetraene-6,7,18,19-tetrol

Details

• Internal ID: 36d974a8-a3db-495c-914b-dd7b200bf6a4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (6S,7S,10E,14E,18S,19R)-2,6,10,15,19,23-hexamethyltetracosa-2,10,14,22-tetraene-6,7,18,19-tetrol
• SMILES (Canonical): CC(=CCCC(C)(C(CCC(=CCCC=C(C)CCC(C(C)(CCC=C(C)C)O)O)C)O)O)C
• SMILES (Isomeric): CC(=CCC[C@@](O)([C@@H](O)CC/C(=C/CC/C=C(/CC[C@H](O)[C@@](O)(CCC=C(C)C)C)\C)/C)C)C
• InChI: InChI=1S/C30H54O4/c1-23(2)13-11-21-29(7,33)27(31)19-17-25(5)15-9-10-16-26(6)18-20-28(32)30(8,34)22-12-14-24(3)4/h13-16,27-28,31-34H,9-12,17-22H2,1-8H3/b25-15+,26-16+/t27-,28-,29-,30+/m0/s1
• InChI Key: NSXPBNHCHCRWKW-FOHVUNMDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₄O₄
• Molecular Weight: 478.70 g/mol
• Exact Mass: 478.40221020 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 6.94
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9474	94.74%
Caco-2	-	0.6968	69.68%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5861	58.61%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.9354	93.54%
OATP1B3 inhibitior	+	0.9564	95.64%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9341	93.41%
P-glycoprotein inhibitior	+	0.5823	58.23%
P-glycoprotein substrate	-	0.8799	87.99%
CYP3A4 substrate	-	0.5576	55.76%
CYP2C9 substrate	-	0.7979	79.79%
CYP2D6 substrate	-	0.7542	75.42%
CYP3A4 inhibition	-	0.8434	84.34%
CYP2C9 inhibition	-	0.8132	81.32%
CYP2C19 inhibition	-	0.7960	79.60%
CYP2D6 inhibition	-	0.9296	92.96%
CYP1A2 inhibition	-	0.7644	76.44%
CYP2C8 inhibition	-	0.9601	96.01%
CYP inhibitory promiscuity	-	0.8951	89.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.7298	72.98%
Eye corrosion	-	0.9463	94.63%
Eye irritation	-	0.8600	86.00%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9793	97.93%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3900	39.00%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	+	0.6399	63.99%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.7941	79.41%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5226	52.26%
Acute Oral Toxicity (c)	III	0.5656	56.56%
Estrogen receptor binding	+	0.5876	58.76%
Androgen receptor binding	-	0.6324	63.24%
Thyroid receptor binding	+	0.5961	59.61%
Glucocorticoid receptor binding	+	0.5624	56.24%
Aromatase binding	+	0.5574	55.74%
PPAR gamma	+	0.6494	64.94%
Honey bee toxicity	-	0.7883	78.83%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9208	92.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.40%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.37%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.56%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	89.81%	94.73%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.55%	92.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.59%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.09%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.80%	97.29%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.73%	89.34%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.49%	91.11%

Plants that contains it

• Simaba orinocensis

Cross-Links

• PubChem: 162969027
• LOTUS: LTS0034223
• wikiData: Q105185296