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

Details

• Internal ID: 16d40421-e313-4c4e-adb6-810fb62c225f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 9-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)CCC(=C)C(=O)CC1O
• SMILES (Isomeric): CC1=CC2C(=C(C(=O)O2)CO)CCC(=C)C(=O)CC1O
• InChI: InChI=1S/C15H18O5/c1-8-3-4-10-11(7-16)15(19)20-14(10)5-9(2)13(18)6-12(8)17/h5,13-14,16,18H,1,3-4,6-7H2,2H3
• InChI Key: DLMKPBDNRSJGBM-UHFFFAOYSA-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	+	0.9740	97.40%
Caco-2	-	0.6004	60.04%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7460	74.60%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8965	89.65%
OATP1B3 inhibitior	+	0.9647	96.47%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.6792	67.92%
BSEP inhibitior	-	0.8555	85.55%
P-glycoprotein inhibitior	-	0.8811	88.11%
P-glycoprotein substrate	-	0.8535	85.35%
CYP3A4 substrate	+	0.5169	51.69%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8888	88.88%
CYP3A4 inhibition	-	0.7971	79.71%
CYP2C9 inhibition	-	0.8978	89.78%
CYP2C19 inhibition	-	0.8959	89.59%
CYP2D6 inhibition	-	0.9011	90.11%
CYP1A2 inhibition	-	0.6241	62.41%
CYP2C8 inhibition	-	0.8558	85.58%
CYP inhibitory promiscuity	-	0.9406	94.06%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6180	61.80%
Eye corrosion	-	0.9665	96.65%
Eye irritation	-	0.7433	74.33%
Skin irritation	-	0.5801	58.01%
Skin corrosion	-	0.9254	92.54%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7218	72.18%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5761	57.61%
skin sensitisation	-	0.8734	87.34%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6052	60.52%
Acute Oral Toxicity (c)	III	0.5682	56.82%
Estrogen receptor binding	-	0.5270	52.70%
Androgen receptor binding	-	0.6245	62.45%
Thyroid receptor binding	-	0.5993	59.93%
Glucocorticoid receptor binding	+	0.5634	56.34%
Aromatase binding	-	0.7748	77.48%
PPAR gamma	-	0.5977	59.77%
Honey bee toxicity	-	0.8568	85.68%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9450	94.50%

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	93.27%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.64%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.61%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.27%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	84.30%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.79%	96.09%

Plants that contains it

• Achillea fragrantissima

Cross-Links

• PubChem: 162920442
• LOTUS: LTS0029585
• wikiData: Q104984460