Dihydroteugin

Details

• Internal ID: 315adf89-5edf-481c-be3e-34a11710d86c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (5S,5'S,6aS,7R,8R,10R,10aR)-5'-(furan-3-yl)-5,10-dihydroxy-8-methylspiro[3a,4,5,6,6a,8,9,10-octahydro-1H-benzo[d][2]benzofuran-7,3'-oxolane]-2',3-dione
• SMILES (Canonical): CC1CC(C23COC(=O)C2CC(CC3C14CC(OC4=O)C5=COC=C5)O)O
• SMILES (Isomeric): C[C@@H]1C[C@H]([C@@]23COC(=O)C2C[C@H](C[C@@H]3[C@@]14C[C@H](OC4=O)C5=COC=C5)O)O
• InChI: InChI=1S/C20H24O7/c1-10-4-16(22)20-9-26-17(23)13(20)5-12(21)6-15(20)19(10)7-14(27-18(19)24)11-2-3-25-8-11/h2-3,8,10,12-16,21-22H,4-7,9H2,1H3/t10-,12-,13?,14+,15-,16-,19-,20+/m1/s1
• InChI Key: UOZUIVKIXLXTEP-QCXQQDLDSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₇
• Molecular Weight: 376.40 g/mol
• Exact Mass: 376.15220310 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.58
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL2269675

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9904	99.04%
Caco-2	-	0.6371	63.71%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8006	80.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8283	82.83%
OATP1B3 inhibitior	+	0.9194	91.94%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8864	88.64%
BSEP inhibitior	-	0.8485	84.85%
P-glycoprotein inhibitior	-	0.7850	78.50%
P-glycoprotein substrate	-	0.5466	54.66%
CYP3A4 substrate	+	0.6249	62.49%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.7899	78.99%
CYP3A4 inhibition	-	0.8696	86.96%
CYP2C9 inhibition	-	0.8262	82.62%
CYP2C19 inhibition	-	0.8853	88.53%
CYP2D6 inhibition	-	0.9506	95.06%
CYP1A2 inhibition	-	0.9186	91.86%
CYP2C8 inhibition	-	0.6982	69.82%
CYP inhibitory promiscuity	-	0.9651	96.51%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4803	48.03%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9595	95.95%
Skin irritation	-	0.7438	74.38%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7681	76.81%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.6898	68.98%
skin sensitisation	-	0.9148	91.48%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5438	54.38%
Acute Oral Toxicity (c)	III	0.4286	42.86%
Estrogen receptor binding	+	0.8603	86.03%
Androgen receptor binding	+	0.6846	68.46%
Thyroid receptor binding	-	0.5315	53.15%
Glucocorticoid receptor binding	+	0.7514	75.14%
Aromatase binding	+	0.7111	71.11%
PPAR gamma	-	0.5564	55.64%
Honey bee toxicity	-	0.8113	81.13%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9868	98.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	94.90%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.73%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.59%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.75%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.28%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.96%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.44%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.80%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.53%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	83.51%	90.17%
CHEMBL2039	P27338	Monoamine oxidase B	80.79%	92.51%
CHEMBL2581	P07339	Cathepsin D	80.48%	98.95%

Plants that contains it

• Teucrium chamaedrys
• Teucrium divaricatum
• Teucrium microphyllum
• Teucrium scordium

Cross-Links

• PubChem: 76326813
• LOTUS: LTS0199370
• wikiData: Q104393340