4,5-dihydroxy-10-methyl-3,6-dimethylidene-4,5,7,8,11,11a-hexahydro-3aH-cyclodeca[b]furan-2-one

Details

• Internal ID: b575885a-e2ed-4866-8d6e-08b2fa11a283
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 4,5-dihydroxy-10-methyl-3,6-dimethylidene-4,5,7,8,11,11a-hexahydro-3aH-cyclodeca[b]furan-2-one
• SMILES (Canonical): CC1=CCCC(=C)C(C(C2C(C1)OC(=O)C2=C)O)O
• SMILES (Isomeric): CC1=CCCC(=C)C(C(C2C(C1)OC(=O)C2=C)O)O
• InChI: InChI=1S/C15H20O4/c1-8-5-4-6-9(2)13(16)14(17)12-10(3)15(18)19-11(12)7-8/h5,11-14,16-17H,2-4,6-7H2,1H3
• InChI Key: DIYDAYLXSSIFKI-UHFFFAOYSA-N
• Popularity: 0 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): 66.80 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9582	95.82%
Caco-2	-	0.6082	60.82%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6335	63.35%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.9390	93.90%
OATP1B3 inhibitior	+	0.9297	92.97%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7071	70.71%
BSEP inhibitior	-	0.9316	93.16%
P-glycoprotein inhibitior	-	0.9104	91.04%
P-glycoprotein substrate	-	0.9335	93.35%
CYP3A4 substrate	-	0.5125	51.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8344	83.44%
CYP3A4 inhibition	-	0.8623	86.23%
CYP2C9 inhibition	-	0.8508	85.08%
CYP2C19 inhibition	-	0.6784	67.84%
CYP2D6 inhibition	-	0.9193	91.93%
CYP1A2 inhibition	+	0.7232	72.32%
CYP2C8 inhibition	-	0.8585	85.85%
CYP inhibitory promiscuity	-	0.9507	95.07%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5810	58.10%
Eye corrosion	-	0.9728	97.28%
Eye irritation	-	0.8824	88.24%
Skin irritation	-	0.5287	52.87%
Skin corrosion	-	0.9050	90.50%
Ames mutagenesis	-	0.5037	50.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6093	60.93%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8018	80.18%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.8339	83.39%
Acute Oral Toxicity (c)	IV	0.3454	34.54%
Estrogen receptor binding	+	0.5594	55.94%
Androgen receptor binding	-	0.5945	59.45%
Thyroid receptor binding	-	0.5660	56.60%
Glucocorticoid receptor binding	+	0.7529	75.29%
Aromatase binding	-	0.7623	76.23%
PPAR gamma	-	0.5702	57.02%
Honey bee toxicity	-	0.8548	85.48%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9871	98.71%

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	92.15%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.16%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.14%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	86.97%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.82%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.16%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.44%	100.00%
CHEMBL2581	P07339	Cathepsin D	82.40%	98.95%

Plants that contains it

• Tanacetopsis mucronata

Cross-Links

• PubChem: 162891852
• LOTUS: LTS0178690
• wikiData: Q104981806