Dimethyl 8-acetyloxy-5'-(furan-3-yl)-6-methyl-2'-oxospiro[2,3,4,6,7,8-hexahydronaphthalene-5,3'-oxolane]-1,1-dicarboxylate

Details

• Internal ID: b49931a8-7407-4cf2-b27c-1c4b121f4e8a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: dimethyl 8-acetyloxy-5'-(furan-3-yl)-6-methyl-2'-oxospiro[2,3,4,6,7,8-hexahydronaphthalene-5,3'-oxolane]-1,1-dicarboxylate
• InChI: InChI=1S/C24H28O9/c1-13-10-17(32-14(2)25)19-16(6-5-8-23(19,20(26)29-3)21(27)30-4)24(13)11-18(33-22(24)28)15-7-9-31-12-15/h7,9,12-13,17-18H,5-6,8,10-11H2,1-4H3
• InChI Key: HNKVZWMTWXMQLZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₉
• Molecular Weight: 460.50 g/mol
• Exact Mass: 460.17333247 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 3.04
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.4914	49.14%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7483	74.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7362	73.62%
OATP1B3 inhibitior	+	0.9475	94.75%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8832	88.32%
P-glycoprotein inhibitior	+	0.8012	80.12%
P-glycoprotein substrate	-	0.5455	54.55%
CYP3A4 substrate	+	0.6672	66.72%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8377	83.77%
CYP3A4 inhibition	+	0.5532	55.32%
CYP2C9 inhibition	-	0.7732	77.32%
CYP2C19 inhibition	-	0.8194	81.94%
CYP2D6 inhibition	-	0.9291	92.91%
CYP1A2 inhibition	-	0.7643	76.43%
CYP2C8 inhibition	+	0.5326	53.26%
CYP inhibitory promiscuity	-	0.7410	74.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4511	45.11%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9142	91.42%
Skin irritation	-	0.6941	69.41%
Skin corrosion	-	0.9339	93.39%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8546	85.46%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.6428	64.28%
skin sensitisation	-	0.8604	86.04%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.5711	57.11%
Acute Oral Toxicity (c)	III	0.3086	30.86%
Estrogen receptor binding	+	0.8399	83.99%
Androgen receptor binding	+	0.6092	60.92%
Thyroid receptor binding	-	0.5745	57.45%
Glucocorticoid receptor binding	+	0.8086	80.86%
Aromatase binding	-	0.5170	51.70%
PPAR gamma	+	0.7149	71.49%
Honey bee toxicity	-	0.7304	73.04%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9960	99.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.31%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.64%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.18%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.11%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.82%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.17%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.00%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.27%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.97%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	82.21%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.08%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.53%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.19%	95.56%

Plants that contains it

• Mallotus repandus

Cross-Links

• PubChem: 163083887
• LOTUS: LTS0266318
• wikiData: Q105030924