(4S,10E,11aR)-4-hydroxy-3-(hydroxymethyl)-10-methyl-6-methylidene-5,8,9,11a-tetrahydro-4H-cyclodeca[b]furan-2,7-dione

Details

• Internal ID: e5b6e2b8-2f3b-4616-808b-95bc3384d5f6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4S,10E,11aR)-4-hydroxy-3-(hydroxymethyl)-10-methyl-6-methylidene-5,8,9,11a-tetrahydro-4H-cyclodeca[b]furan-2,7-dione
• SMILES (Canonical): CC1=CC2C(=C(C(=O)O2)CO)C(CC(=C)C(=O)CC1)O
• SMILES (Isomeric): C/C/1=C\[C@@H]2C(=C(C(=O)O2)CO)[C@H](CC(=C)C(=O)CC1)O
• InChI: InChI=1S/C15H18O5/c1-8-3-4-11(17)9(2)6-12(18)14-10(7-16)15(19)20-13(14)5-8/h5,12-13,16,18H,2-4,6-7H2,1H3/b8-5+/t12-,13+/m0/s1
• InChI Key: WNKFEXKDGKVVRU-DGYDABPTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.82
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9769	97.69%
Caco-2	-	0.5915	59.15%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7100	71.00%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.8945	89.45%
OATP1B3 inhibitior	+	0.9629	96.29%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.6109	61.09%
BSEP inhibitior	-	0.8669	86.69%
P-glycoprotein inhibitior	-	0.8906	89.06%
P-glycoprotein substrate	-	0.8036	80.36%
CYP3A4 substrate	+	0.5475	54.75%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8888	88.88%
CYP3A4 inhibition	-	0.7176	71.76%
CYP2C9 inhibition	-	0.9003	90.03%
CYP2C19 inhibition	-	0.8983	89.83%
CYP2D6 inhibition	-	0.9085	90.85%
CYP1A2 inhibition	-	0.5822	58.22%
CYP2C8 inhibition	-	0.8224	82.24%
CYP inhibitory promiscuity	-	0.9443	94.43%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6047	60.47%
Eye corrosion	-	0.9727	97.27%
Eye irritation	-	0.7121	71.21%
Skin irritation	-	0.5369	53.69%
Skin corrosion	-	0.9290	92.90%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7362	73.62%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5709	57.09%
skin sensitisation	-	0.8837	88.37%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.7115	71.15%
Acute Oral Toxicity (c)	III	0.5712	57.12%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.6317	63.17%
Thyroid receptor binding	-	0.6367	63.67%
Glucocorticoid receptor binding	-	0.4842	48.42%
Aromatase binding	-	0.8651	86.51%
PPAR gamma	+	0.5268	52.68%
Honey bee toxicity	-	0.8396	83.96%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9741	97.41%

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	93.62%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.55%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.59%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.06%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.57%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.66%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.96%	86.33%

Plants that contains it

• Brocchia cinerea

Cross-Links

• PubChem: 14137553
• LOTUS: LTS0049133
• wikiData: Q105309132