5,7-Dihydroxy-3,10-dimethyl-6-methylidene-3,3a,4,5,7,8,9,11a-octahydrocyclodeca[b]furan-2-one

Details

• Internal ID: 65b3595a-fadb-4aa9-9af8-f650aa8ed228
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 5,7-dihydroxy-3,10-dimethyl-6-methylidene-3,3a,4,5,7,8,9,11a-octahydrocyclodeca[b]furan-2-one
• SMILES (Canonical): CC1C2CC(C(=C)C(CCC(=CC2OC1=O)C)O)O
• SMILES (Isomeric): CC1C2CC(C(=C)C(CCC(=CC2OC1=O)C)O)O
• InChI: InChI=1S/C15H22O4/c1-8-4-5-12(16)10(3)13(17)7-11-9(2)15(18)19-14(11)6-8/h6,9,11-14,16-17H,3-5,7H2,1-2H3
• InChI Key: FVOPNOOQXZXYRT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.57
• 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	+	0.9706	97.06%
Caco-2	+	0.5986	59.86%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5393	53.93%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.9156	91.56%
OATP1B3 inhibitior	+	0.9273	92.73%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7571	75.71%
BSEP inhibitior	-	0.9549	95.49%
P-glycoprotein inhibitior	-	0.9268	92.68%
P-glycoprotein substrate	-	0.8321	83.21%
CYP3A4 substrate	+	0.5911	59.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8313	83.13%
CYP3A4 inhibition	-	0.6966	69.66%
CYP2C9 inhibition	-	0.9073	90.73%
CYP2C19 inhibition	-	0.8409	84.09%
CYP2D6 inhibition	-	0.9112	91.12%
CYP1A2 inhibition	-	0.5852	58.52%
CYP2C8 inhibition	-	0.9035	90.35%
CYP inhibitory promiscuity	-	0.8986	89.86%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6205	62.05%
Eye corrosion	-	0.9744	97.44%
Eye irritation	-	0.8522	85.22%
Skin irritation	-	0.5869	58.69%
Skin corrosion	-	0.8904	89.04%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6434	64.34%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.7647	76.47%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7299	72.99%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.4651	46.51%
Acute Oral Toxicity (c)	II	0.3736	37.36%
Estrogen receptor binding	+	0.6976	69.76%
Androgen receptor binding	-	0.5571	55.71%
Thyroid receptor binding	+	0.5248	52.48%
Glucocorticoid receptor binding	+	0.7406	74.06%
Aromatase binding	-	0.6618	66.18%
PPAR gamma	-	0.6612	66.12%
Honey bee toxicity	-	0.8635	86.35%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9521	95.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	96.20%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.01%	95.56%
CHEMBL1871	P10275	Androgen Receptor	90.12%	96.43%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.72%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.15%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.11%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.76%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.04%	86.00%
CHEMBL2581	P07339	Cathepsin D	84.79%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.22%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.71%	99.23%

Plants that contains it

• Seriphidium fragrans

Cross-Links

• PubChem: 74202893
• LOTUS: LTS0235429
• wikiData: Q105002636