Isodihydrocostunolide

Details

• Internal ID: 2c6dbb94-eab7-487a-9b53-a2efcd70c36c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3aR,6S,10E,11aR)-6,10-dimethyl-3-methylidene-3a,4,5,6,7,8,9,11a-octahydrocyclodeca[b]furan-2-one
• SMILES (Canonical): CC1CCCC(=CC2C(CC1)C(=C)C(=O)O2)C
• SMILES (Isomeric): C[C@H]1CCC/C(=C/[C@@H]2[C@H](CC1)C(=C)C(=O)O2)/C
• InChI: InChI=1S/C15H22O2/c1-10-5-4-6-11(2)9-14-13(8-7-10)12(3)15(16)17-14/h9-10,13-14H,3-8H2,1-2H3/b11-9+/t10-,13+,14+/m0/s1
• InChI Key: DCNAVROPXHTJGM-DKWJYAAYSA-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): 26.30 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• CHEMBL481693

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.9377	93.77%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.3546	35.46%
OATP2B1 inhibitior	-	0.8527	85.27%
OATP1B1 inhibitior	+	0.8968	89.68%
OATP1B3 inhibitior	+	0.8997	89.97%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9460	94.60%
P-glycoprotein inhibitior	-	0.8736	87.36%
P-glycoprotein substrate	-	0.9288	92.88%
CYP3A4 substrate	+	0.5074	50.74%
CYP2C9 substrate	-	0.8119	81.19%
CYP2D6 substrate	-	0.8397	83.97%
CYP3A4 inhibition	-	0.7540	75.40%
CYP2C9 inhibition	-	0.9335	93.35%
CYP2C19 inhibition	-	0.6049	60.49%
CYP2D6 inhibition	-	0.9297	92.97%
CYP1A2 inhibition	+	0.8669	86.69%
CYP2C8 inhibition	-	0.8761	87.61%
CYP inhibitory promiscuity	-	0.8131	81.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5656	56.56%
Eye corrosion	-	0.8673	86.73%
Eye irritation	+	0.6363	63.63%
Skin irritation	+	0.5216	52.16%
Skin corrosion	-	0.9537	95.37%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6040	60.40%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.8875	88.75%
skin sensitisation	+	0.6160	61.60%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5401	54.01%
Acute Oral Toxicity (c)	III	0.6039	60.39%
Estrogen receptor binding	-	0.8170	81.70%
Androgen receptor binding	-	0.6889	68.89%
Thyroid receptor binding	-	0.7090	70.90%
Glucocorticoid receptor binding	+	0.6390	63.90%
Aromatase binding	-	0.7035	70.35%
PPAR gamma	-	0.6840	68.40%
Honey bee toxicity	-	0.8884	88.84%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9932	99.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.56%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.32%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	89.30%	83.82%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	88.00%	86.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.63%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.16%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.99%	91.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.88%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.69%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.67%	86.33%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.13%	96.25%

Plants that contains it

• Aucklandia costus

Cross-Links

• PubChem: 24893995
• LOTUS: LTS0041256
• wikiData: Q104975605