(1S,2R,3S,5R,6S,7R,8S,9S,12R)-2,12-dihydroxy-4',8-dimethoxy-7-methyl-2',11-dioxo-12-propan-2-ylspiro[4,10-dioxatetracyclo[7.2.1.02,7.03,5]dodecane-6,5'-furan]-3'-carbaldehyde

Details

• Internal ID: 2a68417d-42d2-42c2-85c5-4d6ac27a9150
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1S,2R,3S,5R,6S,7R,8S,9S,12R)-2,12-dihydroxy-4',8-dimethoxy-7-methyl-2',11-dioxo-12-propan-2-ylspiro[4,10-dioxatetracyclo[7.2.1.02,7.03,5]dodecane-6,5'-furan]-3'-carbaldehyde
• SMILES (Canonical): CC(C)C1(C2C(C3(C(C1C(=O)O2)(C4C(C35C(=C(C(=O)O5)C=O)OC)O4)O)C)OC)O
• SMILES (Isomeric): CC(C)[C@@]1([C@@H]2[C@H]([C@@]3([C@]([C@H]1C(=O)O2)([C@@H]4[C@H]([C@]35C(=C(C(=O)O5)C=O)OC)O4)O)C)OC)O
• InChI: InChI=1S/C20H24O10/c1-7(2)18(24)9-16(23)29-12(18)11(27-5)17(3)19(9,25)13-14(28-13)20(17)10(26-4)8(6-21)15(22)30-20/h6-7,9,11-14,24-25H,1-5H3/t9-,11+,12-,13-,14+,17+,18+,19-,20+/m0/s1
• InChI Key: WZKBFUPCCKZRJM-NLRJDSKMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₁₀
• Molecular Weight: 424.40 g/mol
• Exact Mass: 424.13694696 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.14
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9321	93.21%
Caco-2	-	0.6045	60.45%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6534	65.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8276	82.76%
OATP1B3 inhibitior	+	0.9379	93.79%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.4715	47.15%
P-glycoprotein substrate	-	0.5974	59.74%
CYP3A4 substrate	+	0.6519	65.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8769	87.69%
CYP3A4 inhibition	-	0.6104	61.04%
CYP2C9 inhibition	-	0.8562	85.62%
CYP2C19 inhibition	-	0.7590	75.90%
CYP2D6 inhibition	-	0.8974	89.74%
CYP1A2 inhibition	-	0.9022	90.22%
CYP2C8 inhibition	-	0.7213	72.13%
CYP inhibitory promiscuity	-	0.5947	59.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.5677	56.77%
Eye corrosion	-	0.9808	98.08%
Eye irritation	-	0.8728	87.28%
Skin irritation	-	0.6872	68.72%
Skin corrosion	-	0.9291	92.91%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6169	61.69%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.7548	75.48%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.9525	95.25%
Acute Oral Toxicity (c)	III	0.3848	38.48%
Estrogen receptor binding	+	0.8097	80.97%
Androgen receptor binding	+	0.6891	68.91%
Thyroid receptor binding	+	0.6652	66.52%
Glucocorticoid receptor binding	-	0.4703	47.03%
Aromatase binding	+	0.5325	53.25%
PPAR gamma	+	0.7239	72.39%
Honey bee toxicity	-	0.7895	78.95%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8946	89.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.29%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.83%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.02%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.87%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.72%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.82%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.11%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	86.08%	94.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.05%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.58%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.28%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	84.11%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.64%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.36%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.29%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.89%	89.00%
CHEMBL2581	P07339	Cathepsin D	81.67%	98.95%
CHEMBL2535	P11166	Glucose transporter	81.37%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.16%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.90%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	80.82%	91.49%

Plants that contains it

• Picrodendron baccatum

Cross-Links

• PubChem: 101606232
• LOTUS: LTS0183051
• wikiData: Q105323263