Adenostemmoic acid G

Details

• Internal ID: 3d0cce73-690e-472c-851c-092e46742005
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 16-hydroxy-13-(hydroxymethyl)-5,9-dimethyl-12-oxapentacyclo[11.2.1.111,14.01,10.04,9]heptadecane-5-carboxylic acid
• SMILES (Canonical): CC12CCCC(C1CCC34C2C5CC(C3)C(C4O)(O5)CO)(C)C(=O)O
• SMILES (Isomeric): CC12CCCC(C1CCC34C2C5CC(C3)C(C4O)(O5)CO)(C)C(=O)O
• InChI: InChI=1S/C20H30O5/c1-17-5-3-6-18(2,16(23)24)13(17)4-7-19-9-11-8-12(14(17)19)25-20(11,10-21)15(19)22/h11-15,21-22H,3-10H2,1-2H3,(H,23,24)
• InChI Key: UBYHEQLEEXWURW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₅
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.20932405 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• 130217-26-4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8174	81.74%
Caco-2	-	0.5479	54.79%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7299	72.99%
OATP2B1 inhibitior	-	0.8637	86.37%
OATP1B1 inhibitior	+	0.8378	83.78%
OATP1B3 inhibitior	+	0.9555	95.55%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7419	74.19%
BSEP inhibitior	-	0.6110	61.10%
P-glycoprotein inhibitior	-	0.8136	81.36%
P-glycoprotein substrate	-	0.7315	73.15%
CYP3A4 substrate	+	0.6540	65.40%
CYP2C9 substrate	-	0.6334	63.34%
CYP2D6 substrate	-	0.8353	83.53%
CYP3A4 inhibition	-	0.8831	88.31%
CYP2C9 inhibition	-	0.8648	86.48%
CYP2C19 inhibition	-	0.8730	87.30%
CYP2D6 inhibition	-	0.9558	95.58%
CYP1A2 inhibition	-	0.8380	83.80%
CYP2C8 inhibition	-	0.6689	66.89%
CYP inhibitory promiscuity	-	0.9185	91.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7131	71.31%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9690	96.90%
Skin irritation	-	0.6476	64.76%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.7037	70.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6363	63.63%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6175	61.75%
skin sensitisation	-	0.9343	93.43%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.4670	46.70%
Acute Oral Toxicity (c)	III	0.4661	46.61%
Estrogen receptor binding	+	0.7552	75.52%
Androgen receptor binding	+	0.5955	59.55%
Thyroid receptor binding	+	0.6512	65.12%
Glucocorticoid receptor binding	+	0.6944	69.44%
Aromatase binding	+	0.7702	77.02%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8725	87.25%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8997	89.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL218	P21554	Cannabinoid CB1 receptor	97.05%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.27%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.50%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.80%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.45%	95.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.80%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	86.98%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.00%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	84.42%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.09%	96.38%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.92%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.74%	95.89%

Plants that contains it

• Adenostemma lavenia

Cross-Links

• PubChem: 14610591
• LOTUS: LTS0000401
• wikiData: Q105269740