4-hydroxy-3,10-dimethyl-6-methylidene-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-2,7-dione

Details

• Internal ID: c890d123-c09d-47e9-a6fc-10d7fe7629bb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 4-hydroxy-3,10-dimethyl-6-methylidene-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-2,7-dione
• SMILES (Canonical): CC1C2C(CC(=C)C(=O)CCC(=CC2OC1=O)C)O
• SMILES (Isomeric): CC1C2C(CC(=C)C(=O)CCC(=CC2OC1=O)C)O
• InChI: InChI=1S/C15H20O4/c1-8-4-5-11(16)9(2)7-12(17)14-10(3)15(18)19-13(14)6-8/h6,10,12-14,17H,2,4-5,7H2,1,3H3
• InChI Key: FIUDTZHBGKDMPY-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): 63.60 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9873	98.73%
Caco-2	+	0.6461	64.61%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6021	60.21%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.8854	88.54%
OATP1B3 inhibitior	+	0.9008	90.08%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8914	89.14%
P-glycoprotein inhibitior	-	0.9149	91.49%
P-glycoprotein substrate	-	0.8580	85.80%
CYP3A4 substrate	+	0.5420	54.20%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8681	86.81%
CYP3A4 inhibition	-	0.6715	67.15%
CYP2C9 inhibition	-	0.9355	93.55%
CYP2C19 inhibition	-	0.9211	92.11%
CYP2D6 inhibition	-	0.9462	94.62%
CYP1A2 inhibition	+	0.5478	54.78%
CYP2C8 inhibition	-	0.9307	93.07%
CYP inhibitory promiscuity	-	0.9791	97.91%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6412	64.12%
Eye corrosion	-	0.9602	96.02%
Eye irritation	-	0.8366	83.66%
Skin irritation	+	0.5779	57.79%
Skin corrosion	-	0.8899	88.99%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8124	81.24%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.7715	77.15%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6547	65.47%
Acute Oral Toxicity (c)	III	0.3806	38.06%
Estrogen receptor binding	+	0.5309	53.09%
Androgen receptor binding	-	0.6489	64.89%
Thyroid receptor binding	-	0.7077	70.77%
Glucocorticoid receptor binding	-	0.5391	53.91%
Aromatase binding	-	0.8380	83.80%
PPAR gamma	-	0.6612	66.12%
Honey bee toxicity	-	0.8513	85.13%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9866	98.66%

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	91.82%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.35%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.56%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.74%	91.11%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.74%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.39%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.90%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.76%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.57%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.54%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.20%	97.25%

Plants that contains it

• Seriphidium fragrans
• Seriphidium gypsaceum
• Seriphidium herba-alba

Cross-Links

• PubChem: 163038000
• LOTUS: LTS0060044
• wikiData: Q104995875