(3S,3aS,6E,10Z,11aR)-10-(hydroxymethyl)-3-methyl-2-oxo-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-6-carbaldehyde

Details

• Internal ID: e1cd9cdd-05a6-40bb-8c83-de0663009962
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3S,3aS,6E,10Z,11aR)-10-(hydroxymethyl)-3-methyl-2-oxo-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-6-carbaldehyde
• SMILES (Canonical): CC1C2CCC(=CCCC(=CC2OC1=O)CO)C=O
• SMILES (Isomeric): C[C@H]1[C@@H]2CC/C(=C\CC/C(=C/[C@@H]2OC1=O)/CO)/C=O
• InChI: InChI=1S/C15H20O4/c1-10-13-6-5-11(8-16)3-2-4-12(9-17)7-14(13)19-15(10)18/h3,7-8,10,13-14,17H,2,4-6,9H2,1H3/b11-3+,12-7-/t10-,13-,14-/m0/s1
• InChI Key: BECWIFDDQFURDK-XVEDKWIJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9833	98.33%
Caco-2	+	0.7138	71.38%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7856	78.56%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.8794	87.94%
OATP1B3 inhibitior	+	0.9570	95.70%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.5570	55.70%
BSEP inhibitior	-	0.8130	81.30%
P-glycoprotein inhibitior	-	0.9132	91.32%
P-glycoprotein substrate	-	0.8044	80.44%
CYP3A4 substrate	+	0.5342	53.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8973	89.73%
CYP3A4 inhibition	-	0.8126	81.26%
CYP2C9 inhibition	-	0.7872	78.72%
CYP2C19 inhibition	-	0.8198	81.98%
CYP2D6 inhibition	-	0.8729	87.29%
CYP1A2 inhibition	+	0.5893	58.93%
CYP2C8 inhibition	-	0.8895	88.95%
CYP inhibitory promiscuity	-	0.8787	87.87%
UGT catelyzed	-	0.7638	76.38%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6699	66.99%
Eye corrosion	-	0.9638	96.38%
Eye irritation	-	0.9186	91.86%
Skin irritation	-	0.5939	59.39%
Skin corrosion	-	0.9278	92.78%
Ames mutagenesis	-	0.5978	59.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.7244	72.44%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5217	52.17%
skin sensitisation	-	0.8180	81.80%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6222	62.22%
Acute Oral Toxicity (c)	III	0.6046	60.46%
Estrogen receptor binding	-	0.5062	50.62%
Androgen receptor binding	-	0.5678	56.78%
Thyroid receptor binding	-	0.6911	69.11%
Glucocorticoid receptor binding	+	0.6786	67.86%
Aromatase binding	-	0.8071	80.71%
PPAR gamma	-	0.7386	73.86%
Honey bee toxicity	-	0.9201	92.01%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9709	97.09%

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	94.34%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.85%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.58%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.76%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.98%	98.95%
CHEMBL4072	P07858	Cathepsin B	87.44%	93.67%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.30%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.27%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.16%	89.00%

Plants that contains it

• Ixeris tamagawaensis

Cross-Links

• PubChem: 162940281
• LOTUS: LTS0241221
• wikiData: Q104932666