(3aR,4S,7R,10E,11aR)-4,7-dihydroxy-10-methyl-3,6-dimethylidene-4,5,7,8,9,11a-hexahydro-3aH-cyclodeca[b]furan-2-one

Details

• Internal ID: c290a13a-ebf8-4fa3-b7b1-1edd42691a37
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3aR,4S,7R,10E,11aR)-4,7-dihydroxy-10-methyl-3,6-dimethylidene-4,5,7,8,9,11a-hexahydro-3aH-cyclodeca[b]furan-2-one
• SMILES (Canonical): CC1=CC2C(C(CC(=C)C(CC1)O)O)C(=C)C(=O)O2
• SMILES (Isomeric): C/C/1=C\[C@@H]2[C@@H]([C@H](CC(=C)[C@@H](CC1)O)O)C(=C)C(=O)O2
• 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/h6,11-14,16-17H,2-5,7H2,1H3/b8-6+/t11-,12+,13-,14-/m1/s1
• InChI Key: PPCUPSGMDOTIMV-CCCOFDIUSA-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: 0.80
• 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	+	0.9929	99.29%
Caco-2	-	0.5417	54.17%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5832	58.32%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.9194	91.94%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9775	97.75%
P-glycoprotein inhibitior	-	0.8976	89.76%
P-glycoprotein substrate	-	0.8609	86.09%
CYP3A4 substrate	+	0.5478	54.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8285	82.85%
CYP3A4 inhibition	-	0.8195	81.95%
CYP2C9 inhibition	-	0.9337	93.37%
CYP2C19 inhibition	-	0.8543	85.43%
CYP2D6 inhibition	-	0.9286	92.86%
CYP1A2 inhibition	+	0.5130	51.30%
CYP2C8 inhibition	-	0.9207	92.07%
CYP inhibitory promiscuity	-	0.9503	95.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5943	59.43%
Eye corrosion	-	0.9564	95.64%
Eye irritation	-	0.7800	78.00%
Skin irritation	-	0.5550	55.50%
Skin corrosion	-	0.9197	91.97%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7851	78.51%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.7636	76.36%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6202	62.02%
Acute Oral Toxicity (c)	III	0.3455	34.55%
Estrogen receptor binding	+	0.5600	56.00%
Androgen receptor binding	-	0.5320	53.20%
Thyroid receptor binding	-	0.5605	56.05%
Glucocorticoid receptor binding	+	0.6644	66.44%
Aromatase binding	-	0.8011	80.11%
PPAR gamma	-	0.5600	56.00%
Honey bee toxicity	-	0.8978	89.78%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9792	97.92%

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	92.86%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.84%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.89%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.37%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.68%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.34%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.40%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.67%	97.09%
CHEMBL2581	P07339	Cathepsin D	82.45%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.24%	86.33%

Plants that contains it

• Brocchia cinerea
• Cassinia subtropica

Cross-Links

• PubChem: 12769766
• LOTUS: LTS0237625
• wikiData: Q105212824