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

Details

• Internal ID: 21dc00c0-461b-427c-891e-2b05e39c79ce
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3aS,6E,8R,10E,11aS)-8-hydroxy-6,10-dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one
• InChI: InChI=1S/C15H20O3/c1-9-4-5-13-11(3)15(17)18-14(13)8-10(2)7-12(16)6-9/h6,8,12-14,16H,3-5,7H2,1-2H3/b9-6+,10-8+/t12-,13-,14-/m0/s1
• InChI Key: GDAPCCXIJOBGFV-NUITUPCLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 3
• 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	+	0.9929	99.29%
Caco-2	+	0.8878	88.78%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5310	53.10%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.9016	90.16%
OATP1B3 inhibitior	+	0.9307	93.07%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.8849	88.49%
P-glycoprotein inhibitior	-	0.8666	86.66%
P-glycoprotein substrate	-	0.9225	92.25%
CYP3A4 substrate	+	0.5322	53.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8285	82.85%
CYP3A4 inhibition	-	0.7390	73.90%
CYP2C9 inhibition	-	0.9369	93.69%
CYP2C19 inhibition	-	0.8496	84.96%
CYP2D6 inhibition	-	0.9304	93.04%
CYP1A2 inhibition	+	0.5873	58.73%
CYP2C8 inhibition	-	0.8518	85.18%
CYP inhibitory promiscuity	-	0.9340	93.40%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5948	59.48%
Eye corrosion	-	0.9613	96.13%
Eye irritation	-	0.7217	72.17%
Skin irritation	+	0.5469	54.69%
Skin corrosion	-	0.8733	87.33%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6331	63.31%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.5699	56.99%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6310	63.10%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5321	53.21%
Acute Oral Toxicity (c)	III	0.5004	50.04%
Estrogen receptor binding	-	0.7258	72.58%
Androgen receptor binding	-	0.5265	52.65%
Thyroid receptor binding	-	0.6242	62.42%
Glucocorticoid receptor binding	-	0.5232	52.32%
Aromatase binding	-	0.6936	69.36%
PPAR gamma	-	0.6447	64.47%
Honey bee toxicity	-	0.8815	88.15%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9509	95.09%

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	90.96%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.64%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.08%	91.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.62%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.90%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.06%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.28%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.73%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.48%	89.00%

Plants that contains it

• Geigeria rigida

Cross-Links

• PubChem: 162950057
• LOTUS: LTS0248085
• wikiData: Q105006620