Teucrenone

Details

• Internal ID: b8272f2a-961b-443e-8e35-349ed421ff91
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (4aS,6R,8aR)-6-hydroxy-4,8a-dimethyl-6-prop-1-en-2-yl-4a,5,7,8-tetrahydro-1H-naphthalen-2-one
• SMILES (Canonical): CC1=CC(=O)CC2(C1CC(CC2)(C(=C)C)O)C
• SMILES (Isomeric): CC1=CC(=O)C[C@@]2([C@@H]1C[C@](CC2)(C(=C)C)O)C
• InChI: InChI=1S/C15H22O2/c1-10(2)15(17)6-5-14(4)8-12(16)7-11(3)13(14)9-15/h7,13,17H,1,5-6,8-9H2,2-4H3/t13-,14-,15-/m1/s1
• InChI Key: SAJFRLDIWQUNCQ-RBSFLKMASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEMBL1949800
• SCHEMBL17211569

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8672	86.72%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5870	58.70%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.9222	92.22%
OATP1B3 inhibitior	+	0.9336	93.36%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.8650	86.50%
P-glycoprotein inhibitior	-	0.9588	95.88%
P-glycoprotein substrate	-	0.7712	77.12%
CYP3A4 substrate	+	0.5706	57.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8953	89.53%
CYP3A4 inhibition	-	0.5863	58.63%
CYP2C9 inhibition	-	0.8100	81.00%
CYP2C19 inhibition	-	0.7765	77.65%
CYP2D6 inhibition	-	0.9449	94.49%
CYP1A2 inhibition	-	0.8554	85.54%
CYP2C8 inhibition	-	0.9504	95.04%
CYP inhibitory promiscuity	-	0.9455	94.55%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5215	52.15%
Eye corrosion	-	0.9852	98.52%
Eye irritation	+	0.6411	64.11%
Skin irritation	+	0.5462	54.62%
Skin corrosion	-	0.9698	96.98%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4396	43.96%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5109	51.09%
skin sensitisation	+	0.6720	67.20%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5696	56.96%
Acute Oral Toxicity (c)	III	0.7901	79.01%
Estrogen receptor binding	-	0.7911	79.11%
Androgen receptor binding	-	0.6766	67.66%
Thyroid receptor binding	-	0.6232	62.32%
Glucocorticoid receptor binding	-	0.6359	63.59%
Aromatase binding	-	0.5674	56.74%
PPAR gamma	-	0.7911	79.11%
Honey bee toxicity	-	0.8854	88.54%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9818	98.18%

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	93.88%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.60%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.02%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.03%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	87.87%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.86%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.93%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.24%	99.23%
CHEMBL2581	P07339	Cathepsin D	84.84%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.77%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.62%	94.45%
CHEMBL1871	P10275	Androgen Receptor	83.10%	96.43%
CHEMBL4208	P20618	Proteasome component C5	81.69%	90.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.30%	93.04%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.78%	93.03%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	80.35%	94.78%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.01%	89.00%

Plants that contains it

• Aconitum contortum
• Ageratum houstonianum
• Alpinia oxyphylla
• Alpinia zerumbet
• Alstonia spectabilis
• Arnica parryi
• Buxus hildebrandtii
• Callicarpa acuminata
• Ceriops tagal
• Cotinus coggygria
• Croton geayi
• Cymopterus terebinthinus
• Dalbergia nitidula
• Drypetes tessmanniana
• Echinacea simulata
• Eremurus chinensis
• Escontria chiotilla
• Eucryphia cordifolia
• Gratiola officinalis
• Hypericum reptans
• Kalanchoe integra
• Kniphofia foliosa
• Melaleuca rugulosa
• Neolitsea villosa
• Nicoteba betonica
• Pachygone dasycarpa
• Petunia axillaris
• Rubus laciniatus
• Salvia officinalis subsp. lavandulifolia
• Saussurea salicifolia
• Strychnos amazonica
• Teucrium heterophyllum
• Uncaria africana
• Uvaria lucida
• Viguiera pinnatilobata

Cross-Links

• PubChem: 10105443
• NPASS: NPC266193
• LOTUS: LTS0023257
• wikiData: Q77563238