(3S,3aS,5Z,7S,9S,10Z,11aR)-7,9-dihydroxy-3,6,10-trimethyl-3a,4,7,8,9,11a-hexahydro-3H-cyclodeca[b]furan-2-one

Details

• Internal ID: 3b45cd93-a2f0-47d0-8b9f-7f99445d8309
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3S,3aS,5Z,7S,9S,10Z,11aR)-7,9-dihydroxy-3,6,10-trimethyl-3a,4,7,8,9,11a-hexahydro-3H-cyclodeca[b]furan-2-one
• InChI: InChI=1S/C15H22O4/c1-8-4-5-11-10(3)15(18)19-14(11)6-9(2)13(17)7-12(8)16/h4,6,10-14,16-17H,5,7H2,1-3H3/b8-4-,9-6-/t10-,11-,12-,13-,14-/m0/s1
• InChI Key: PQCNNCMXLJZLIA-ULLWCUSTSA-N
• Popularity: 2 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: 0.70
• 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	+	0.9761	97.61%
Caco-2	+	0.6834	68.34%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4794	47.94%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.9404	94.04%
OATP1B3 inhibitior	+	0.9591	95.91%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8960	89.60%
P-glycoprotein inhibitior	-	0.9320	93.20%
P-glycoprotein substrate	-	0.8314	83.14%
CYP3A4 substrate	-	0.5107	51.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8313	83.13%
CYP3A4 inhibition	-	0.8400	84.00%
CYP2C9 inhibition	-	0.9207	92.07%
CYP2C19 inhibition	-	0.8709	87.09%
CYP2D6 inhibition	-	0.9350	93.50%
CYP1A2 inhibition	-	0.7292	72.92%
CYP2C8 inhibition	-	0.9687	96.87%
CYP inhibitory promiscuity	-	0.8461	84.61%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9525	95.25%
Carcinogenicity (trinary)	Non-required	0.4966	49.66%
Eye corrosion	-	0.9701	97.01%
Eye irritation	-	0.8735	87.35%
Skin irritation	-	0.5481	54.81%
Skin corrosion	-	0.9177	91.77%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7370	73.70%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.8000	80.00%
skin sensitisation	-	0.7844	78.44%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.5719	57.19%
Acute Oral Toxicity (c)	III	0.3132	31.32%
Estrogen receptor binding	+	0.5678	56.78%
Androgen receptor binding	-	0.7224	72.24%
Thyroid receptor binding	-	0.5596	55.96%
Glucocorticoid receptor binding	+	0.6174	61.74%
Aromatase binding	-	0.7532	75.32%
PPAR gamma	-	0.5646	56.46%
Honey bee toxicity	-	0.8787	87.87%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8568	85.68%

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	92.07%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.67%	86.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.59%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.23%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.30%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	81.90%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.57%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.10%	97.21%

Plants that contains it

• Tanacetum sinaicum

Cross-Links

• PubChem: 101663348
• LOTUS: LTS0120642
• wikiData: Q105213173