(3aS,4R,6Z,9S,10Z,11aS)-4,9-dihydroxy-6,10-dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one

Details

• Internal ID: 1872121b-ce7c-4f9d-acbf-855de79cd50b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3aS,4R,6Z,9S,10Z,11aS)-4,9-dihydroxy-6,10-dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one
• InChI: InChI=1S/C15H20O4/c1-8-4-5-11(16)9(2)7-13-14(12(17)6-8)10(3)15(18)19-13/h4,7,11-14,16-17H,3,5-6H2,1-2H3/b8-4-,9-7-/t11-,12+,13-,14-/m0/s1
• InChI Key: WTCGFIKYXVUXSH-QUQITNQDSA-N
• Popularity: 2 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: 0.70
• 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	+	0.9919	99.19%
Caco-2	+	0.7484	74.84%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4696	46.96%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9313	93.13%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9546	95.46%
P-glycoprotein inhibitior	-	0.8678	86.78%
P-glycoprotein substrate	-	0.8321	83.21%
CYP3A4 substrate	+	0.5110	51.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8285	82.85%
CYP3A4 inhibition	-	0.7891	78.91%
CYP2C9 inhibition	-	0.9358	93.58%
CYP2C19 inhibition	-	0.8827	88.27%
CYP2D6 inhibition	-	0.9358	93.58%
CYP1A2 inhibition	-	0.6526	65.26%
CYP2C8 inhibition	-	0.9163	91.63%
CYP inhibitory promiscuity	-	0.9205	92.05%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5290	52.90%
Eye corrosion	-	0.9471	94.71%
Eye irritation	-	0.7742	77.42%
Skin irritation	-	0.5394	53.94%
Skin corrosion	-	0.8970	89.70%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7445	74.45%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.8087	80.87%
skin sensitisation	-	0.6906	69.06%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.6616	66.16%
Acute Oral Toxicity (c)	III	0.3430	34.30%
Estrogen receptor binding	-	0.5889	58.89%
Androgen receptor binding	-	0.6986	69.86%
Thyroid receptor binding	-	0.6581	65.81%
Glucocorticoid receptor binding	+	0.5369	53.69%
Aromatase binding	-	0.7655	76.55%
PPAR gamma	-	0.6252	62.52%
Honey bee toxicity	-	0.8164	81.64%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9754	97.54%

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	91.91%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.33%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.03%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	84.40%	94.73%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.38%	93.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.70%	89.00%
CHEMBL2581	P07339	Cathepsin D	82.50%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.94%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.67%	100.00%

Plants that contains it

• Cota altissima

Cross-Links

• PubChem: 162971119
• LOTUS: LTS0047713
• wikiData: Q105312390