Teurilene

Details

• Internal ID: 8580b448-72ab-4568-a903-47c2ce8ac961
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R)-2-[(2S,5S)-5-[(2R,5S)-5-[(2R,5R)-5-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-2-methyloxolan-2-yl]oxolan-2-yl]-5-methyloxolan-2-yl]-6-methylhept-5-en-2-ol
• SMILES (Canonical): CC(=CCCC(C)(C1CCC(O1)(C)C2CCC(O2)C3(CCC(O3)C(C)(CCC=C(C)C)O)C)O)C
• SMILES (Isomeric): CC(=CCC[C@@](C)([C@H]1CC[C@](O1)(C)[C@@H]2CC[C@@H](O2)[C@@]3(CC[C@H](O3)[C@@](C)(CCC=C(C)C)O)C)O)C
• InChI: InChI=1S/C30H52O5/c1-21(2)11-9-17-27(5,31)23-15-19-29(7,34-23)25-13-14-26(33-25)30(8)20-16-24(35-30)28(6,32)18-10-12-22(3)4/h11-12,23-26,31-32H,9-10,13-20H2,1-8H3/t23-,24+,25+,26-,27+,28-,29-,30+
• InChI Key: LICDBSWLYVFNPL-DSIUGFRJSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₂O₅
• Molecular Weight: 492.70 g/mol
• Exact Mass: 492.38147475 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 6.40
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

• 96304-92-6
• CHEMBL64080
• (2,2':5',2''-Terfuran)-5,5''-dimethanol, dodecahydro-alpha,alpha',2,2''-tetramethyl-alpha,alpha'-bis(4-methyl-3-pentenyl)-, (2alpha(2'S*,5'R*(2''S*,5''S*(R*))),5beta(S*))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9703	97.03%
Caco-2	-	0.6367	63.67%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5657	56.57%
OATP2B1 inhibitior	-	0.7181	71.81%
OATP1B1 inhibitior	+	0.9214	92.14%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6418	64.18%
P-glycoprotein inhibitior	+	0.6879	68.79%
P-glycoprotein substrate	-	0.8926	89.26%
CYP3A4 substrate	+	0.6053	60.53%
CYP2C9 substrate	-	0.7948	79.48%
CYP2D6 substrate	-	0.7591	75.91%
CYP3A4 inhibition	-	0.8219	82.19%
CYP2C9 inhibition	-	0.7668	76.68%
CYP2C19 inhibition	-	0.7475	74.75%
CYP2D6 inhibition	-	0.9181	91.81%
CYP1A2 inhibition	-	0.7686	76.86%
CYP2C8 inhibition	-	0.8320	83.20%
CYP inhibitory promiscuity	-	0.7239	72.39%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8528	85.28%
Carcinogenicity (trinary)	Non-required	0.5795	57.95%
Eye corrosion	-	0.9737	97.37%
Eye irritation	-	0.9113	91.13%
Skin irritation	-	0.6411	64.11%
Skin corrosion	-	0.9506	95.06%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6489	64.89%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5814	58.14%
skin sensitisation	-	0.6374	63.74%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5765	57.65%
Acute Oral Toxicity (c)	III	0.5599	55.99%
Estrogen receptor binding	+	0.7527	75.27%
Androgen receptor binding	+	0.5297	52.97%
Thyroid receptor binding	+	0.6205	62.05%
Glucocorticoid receptor binding	+	0.7542	75.42%
Aromatase binding	+	0.7393	73.93%
PPAR gamma	+	0.7217	72.17%
Honey bee toxicity	-	0.7773	77.73%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8992	89.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.52%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.00%	97.25%
CHEMBL284	P27487	Dipeptidyl peptidase IV	90.13%	95.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.58%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.49%	97.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.63%	95.58%
CHEMBL233	P35372	Mu opioid receptor	86.70%	97.93%
CHEMBL237	P41145	Kappa opioid receptor	86.57%	98.10%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.08%	96.61%
CHEMBL3401	O75469	Pregnane X receptor	84.85%	94.73%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.44%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.15%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.08%	92.62%
CHEMBL1977	P11473	Vitamin D receptor	83.61%	99.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.24%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.85%	86.33%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.92%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.90%	97.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.32%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.01%	96.95%

Plants that contains it

• Anethum graveolens
• Aralidium pinnatifidum
• Bersama swinnyi
• Blainvillea acmella
• Cymbidium aloifolium
• Delphinium dictyocarpum
• Euphorbia resinifera
• Eurycoma longifolia
• Geigeria schinzii
• Goniothalamus undulatus
• Gymnospermium kiangnanensis
• Helichrysum sutherlandii
• Hemionitis marantae
• Ladeania juncea
• Ligularia atroviolacea
• Lophocereus marginatus
• Nemuaron vieillardii
• Ophryosporus charua
• Oreomecon radicata
• Pachycereus pringlei
• Picea laxa
• Prosopis kuntzei
• Pteris leptophylla
• Scutellaria glabra
• Stenocereus thurberi
• Trifolium pannonicum
• Vitex negundo

Cross-Links

• PubChem: 185415
• NPASS: NPC306085
• LOTUS: LTS0217694
• wikiData: Q104397469