CID 23757056

Details

• Internal ID: e5df3273-98a3-43b6-b7c0-9f38be874129
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• SMILES (Canonical): CC1CC(=O)C2(C(C13CC(OC3=O)C4=COC=C4)CCC(C25CO5)O)COC(=O)C
• SMILES (Isomeric): C[C@@H]1CC(=O)[C@@]2([C@@H]([C@@]13C[C@H](OC3=O)C4=COC=C4)CC[C@@H]([C@]25CO5)O)COC(=O)C
• InChI: InChI=1S/C22H26O8/c1-12-7-18(25)21(10-28-13(2)23)16(3-4-17(24)22(21)11-29-22)20(12)8-15(30-19(20)26)14-5-6-27-9-14/h5-6,9,12,15-17,24H,3-4,7-8,10-11H2,1-2H3/t12-,15+,16-,17+,20-,21+,22-/m1/s1
• InChI Key: LLGQNIJWUPJVIN-PWJGREASSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₈
• Molecular Weight: 418.40 g/mol
• Exact Mass: 418.16276778 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.95
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• ACon0_000191
• ACon1_000763
• NCGC00169383-01
• BRD-K23227297-001-01-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9737	97.37%
Caco-2	-	0.6464	64.64%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8415	84.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8030	80.30%
OATP1B3 inhibitior	+	0.8771	87.71%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7537	75.37%
BSEP inhibitior	-	0.6581	65.81%
P-glycoprotein inhibitior	-	0.5833	58.33%
P-glycoprotein substrate	+	0.5137	51.37%
CYP3A4 substrate	+	0.6562	65.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8268	82.68%
CYP3A4 inhibition	+	0.6118	61.18%
CYP2C9 inhibition	-	0.6344	63.44%
CYP2C19 inhibition	-	0.6933	69.33%
CYP2D6 inhibition	-	0.9461	94.61%
CYP1A2 inhibition	-	0.9123	91.23%
CYP2C8 inhibition	+	0.6039	60.39%
CYP inhibitory promiscuity	-	0.8997	89.97%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5187	51.87%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9639	96.39%
Skin irritation	-	0.6963	69.63%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	+	0.5246	52.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.6721	67.21%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5710	57.10%
skin sensitisation	-	0.9156	91.56%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6261	62.61%
Acute Oral Toxicity (c)	I	0.4892	48.92%
Estrogen receptor binding	+	0.8902	89.02%
Androgen receptor binding	+	0.6890	68.90%
Thyroid receptor binding	+	0.5575	55.75%
Glucocorticoid receptor binding	+	0.8333	83.33%
Aromatase binding	+	0.6636	66.36%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8413	84.13%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5950	59.50%
Fish aquatic toxicity	+	0.9869	98.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.31%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.36%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.94%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.82%	90.17%
CHEMBL2581	P07339	Cathepsin D	89.95%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.71%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.15%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.97%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.60%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	83.70%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.15%	99.17%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.40%	95.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.62%	100.00%

Plants that contains it

• Teucrium gracile
• Teucrium lepicephalum
• Teucrium polium

Cross-Links

• PubChem: 23757056
• LOTUS: LTS0190402
• wikiData: Q104401833