CID 6917068

Details

• Internal ID: a3fb02bb-d16e-47fe-a8e0-0ebd5e05ad5b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3S,3aS,6E,10E,11aS)-3,6,10-trimethyl-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-2-one
• SMILES (Canonical): CC1C2CCC(=CCCC(=CC2OC1=O)C)C
• SMILES (Isomeric): C[C@H]1[C@@H]2CC/C(=C/CC/C(=C/[C@H]2OC1=O)/C)/C
• InChI: InChI=1S/C15H22O2/c1-10-5-4-6-11(2)9-14-13(8-7-10)12(3)15(16)17-14/h5,9,12-14H,4,6-8H2,1-3H3/b10-5+,11-9+/t12-,13-,14+/m0/s1
• InChI Key: OVDMFKGCVWVONO-BSTGVKIKSA-N
• Popularity: 2 references 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: 2.90
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9975	99.75%
Caco-2	+	0.9467	94.67%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.3736	37.36%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.9542	95.42%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7967	79.67%
P-glycoprotein inhibitior	-	0.8856	88.56%
P-glycoprotein substrate	-	0.9186	91.86%
CYP3A4 substrate	+	0.5085	50.85%
CYP2C9 substrate	-	0.7874	78.74%
CYP2D6 substrate	-	0.8423	84.23%
CYP3A4 inhibition	-	0.7934	79.34%
CYP2C9 inhibition	-	0.9250	92.50%
CYP2C19 inhibition	-	0.6305	63.05%
CYP2D6 inhibition	-	0.9393	93.93%
CYP1A2 inhibition	+	0.8334	83.34%
CYP2C8 inhibition	-	0.9281	92.81%
CYP inhibitory promiscuity	-	0.8065	80.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5500	55.00%
Eye corrosion	-	0.9025	90.25%
Eye irritation	-	0.7714	77.14%
Skin irritation	+	0.5780	57.80%
Skin corrosion	-	0.9605	96.05%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6183	61.83%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	+	0.5608	56.08%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5515	55.15%
Acute Oral Toxicity (c)	III	0.5761	57.61%
Estrogen receptor binding	-	0.8244	82.44%
Androgen receptor binding	-	0.6002	60.02%
Thyroid receptor binding	-	0.6602	66.02%
Glucocorticoid receptor binding	-	0.5348	53.48%
Aromatase binding	-	0.8676	86.76%
PPAR gamma	-	0.7242	72.42%
Honey bee toxicity	-	0.8721	87.21%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9846	98.46%

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	93.44%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.01%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.48%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.67%	94.80%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.90%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.30%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.68%	97.09%
CHEMBL1871	P10275	Androgen Receptor	84.18%	96.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.81%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.22%	93.40%
CHEMBL2581	P07339	Cathepsin D	82.93%	98.95%

Plants that contains it

• Aucklandia costus
• Conocephalum japonicum
• Coreocarpus arizonicus
• Frullania inflata
• Magnolia kachirachirai

Cross-Links

• PubChem: 6917068
• LOTUS: LTS0135640
• wikiData: Q105200660