9-Hydroxy-6,10-dimethyl-3-methylene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2(3H)-one

Details

• Internal ID: b515be0d-7ce6-472d-a301-da825cbe0479
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (6E,10E)-9-hydroxy-6,10-dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one
• SMILES (Canonical): CC1=CCC(C(=CC2C(CC1)C(=C)C(=O)O2)C)O
• SMILES (Isomeric): C/C/1=C\CC(/C(=C/C2C(CC1)C(=C)C(=O)O2)/C)O
• InChI: InChI=1S/C15H20O3/c1-9-4-6-12-11(3)15(17)18-14(12)8-10(2)13(16)7-5-9/h5,8,12-14,16H,3-4,6-7H2,1-2H3/b9-5+,10-8+
• InChI Key: XQVSREKNQZKAKU-MUDDOMJDSA-N
• Popularity: 0 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

• 9-Hydroxy-6,10-dimethyl-3-methylene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2(3H)-one #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.8712	87.12%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5269	52.69%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9321	93.21%
OATP1B3 inhibitior	+	0.9372	93.72%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9438	94.38%
P-glycoprotein inhibitior	-	0.8881	88.81%
P-glycoprotein substrate	-	0.9038	90.38%
CYP3A4 substrate	+	0.5318	53.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8285	82.85%
CYP3A4 inhibition	-	0.7217	72.17%
CYP2C9 inhibition	-	0.9565	95.65%
CYP2C19 inhibition	-	0.8743	87.43%
CYP2D6 inhibition	-	0.9325	93.25%
CYP1A2 inhibition	+	0.5390	53.90%
CYP2C8 inhibition	-	0.8070	80.70%
CYP inhibitory promiscuity	-	0.9518	95.18%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6298	62.98%
Eye corrosion	-	0.9357	93.57%
Eye irritation	-	0.6787	67.87%
Skin irritation	-	0.5372	53.72%
Skin corrosion	-	0.9281	92.81%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7697	76.97%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.8000	80.00%
skin sensitisation	-	0.5489	54.89%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.4636	46.36%
Acute Oral Toxicity (c)	III	0.5210	52.10%
Estrogen receptor binding	-	0.6451	64.51%
Androgen receptor binding	-	0.6069	60.69%
Thyroid receptor binding	-	0.6692	66.92%
Glucocorticoid receptor binding	+	0.6783	67.83%
Aromatase binding	-	0.7759	77.59%
PPAR gamma	-	0.5924	59.24%
Honey bee toxicity	-	0.8891	88.91%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9757	97.57%

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	92.51%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.44%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.08%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.72%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.90%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.35%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.88%	97.09%

Plants that contains it

• Achillea nobilis
• Artemisia argyi
• Artemisia aschurbajewi
• Artemisia frigida
• Artemisia klotzschiana
• Artemisia rutifolia
• Gonzalezia hypargyrea
• Handelia trichophylla
• Pseudohandelia umbellifera
• Stevia grisebachiana
• Tanacetum vulgare

Cross-Links

• PubChem: 5377194
• LOTUS: LTS0233028
• wikiData: Q105340111