[(3aS,4S,7S,9S,10Z,11aS)-4,7-dihydroxy-10-methyl-3,6-dimethylidene-2-oxo-4,5,7,8,9,11a-hexahydro-3aH-cyclodeca[b]furan-9-yl] acetate

Details

• Internal ID: 1db85b1c-ab7b-4248-b937-b2c45bf3b038
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(3aS,4S,7S,9S,10Z,11aS)-4,7-dihydroxy-10-methyl-3,6-dimethylidene-2-oxo-4,5,7,8,9,11a-hexahydro-3aH-cyclodeca[b]furan-9-yl] acetate
• InChI: InChI=1S/C17H22O6/c1-8-5-13(20)16-10(3)17(21)23-15(16)6-9(2)14(7-12(8)19)22-11(4)18/h6,12-16,19-20H,1,3,5,7H2,2,4H3/b9-6-/t12-,13-,14-,15-,16-/m0/s1
• InChI Key: KSZICAFVBZQGOZ-OZLVKQRKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₆
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.14163842 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.03
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9868	98.68%
Caco-2	-	0.6534	65.34%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6691	66.91%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.8800	88.00%
OATP1B3 inhibitior	+	0.9353	93.53%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9300	93.00%
P-glycoprotein inhibitior	-	0.7747	77.47%
P-glycoprotein substrate	-	0.7442	74.42%
CYP3A4 substrate	+	0.5928	59.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8823	88.23%
CYP3A4 inhibition	-	0.6592	65.92%
CYP2C9 inhibition	-	0.8897	88.97%
CYP2C19 inhibition	-	0.8805	88.05%
CYP2D6 inhibition	-	0.9405	94.05%
CYP1A2 inhibition	-	0.7240	72.40%
CYP2C8 inhibition	-	0.7830	78.30%
CYP inhibitory promiscuity	-	0.9293	92.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9525	95.25%
Carcinogenicity (trinary)	Non-required	0.5633	56.33%
Eye corrosion	-	0.9581	95.81%
Eye irritation	-	0.8641	86.41%
Skin irritation	-	0.6293	62.93%
Skin corrosion	-	0.8985	89.85%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5445	54.45%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.7369	73.69%
skin sensitisation	-	0.7574	75.74%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6749	67.49%
Acute Oral Toxicity (c)	III	0.3553	35.53%
Estrogen receptor binding	+	0.6568	65.68%
Androgen receptor binding	-	0.6167	61.67%
Thyroid receptor binding	-	0.5997	59.97%
Glucocorticoid receptor binding	+	0.6206	62.06%
Aromatase binding	-	0.7350	73.50%
PPAR gamma	-	0.6646	66.46%
Honey bee toxicity	-	0.7250	72.50%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9758	97.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.73%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.73%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.86%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	87.45%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.65%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.30%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.09%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.59%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.44%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	82.01%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.92%	95.50%
CHEMBL2581	P07339	Cathepsin D	81.48%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.44%	94.80%

Plants that contains it

• Urolepis hecatantha

Cross-Links

• PubChem: 163189121
• LOTUS: LTS0074731
• wikiData: Q105145659