(1R,2S,3'S,6S,7R,8S,10S,11S,12R,13S)-1,7,13-trihydroxy-3'-[(1S)-1-hydroxyethyl]-5,5,12-trimethylspiro[4,9-dioxatetracyclo[8.2.1.02,6.08,12]tridecane-11,5'-oxolane]-2',3-dione

Details

• Internal ID: 7bb75af4-a60e-4f1b-9ffa-d4fa9321b61c
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: (1R,2S,3'S,6S,7R,8S,10S,11S,12R,13S)-1,7,13-trihydroxy-3'-[(1S)-1-hydroxyethyl]-5,5,12-trimethylspiro[4,9-dioxatetracyclo[8.2.1.02,6.08,12]tridecane-11,5'-oxolane]-2',3-dione
• SMILES (Canonical): CC(C1CC2(C3C(C4(C2(C(O3)C(C5C4C(=O)OC5(C)C)O)C)O)O)OC1=O)O
• SMILES (Isomeric): C[C@@H]([C@@H]1C[C@]2([C@@H]3[C@@H]([C@@]4([C@]2([C@H](O3)[C@@H]([C@@H]5[C@@H]4C(=O)OC5(C)C)O)C)O)O)OC1=O)O
• InChI: InChI=1S/C19H26O9/c1-6(20)7-5-18(28-14(7)23)13-11(22)19(25)9-8(16(2,3)27-15(9)24)10(21)12(26-13)17(18,19)4/h6-13,20-22,25H,5H2,1-4H3/t6-,7-,8-,9+,10+,11-,12+,13-,17-,18+,19-/m0/s1
• InChI Key: MYCDIEFVWGHBQH-YTKXRZHLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₉
• Molecular Weight: 398.40 g/mol
• Exact Mass: 398.15768240 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.51
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8675	86.75%
Caco-2	-	0.8136	81.36%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7692	76.92%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.9153	91.53%
OATP1B3 inhibitior	+	0.9236	92.36%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9519	95.19%
P-glycoprotein inhibitior	-	0.7416	74.16%
P-glycoprotein substrate	-	0.5792	57.92%
CYP3A4 substrate	+	0.6267	62.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8544	85.44%
CYP3A4 inhibition	-	0.9450	94.50%
CYP2C9 inhibition	-	0.9330	93.30%
CYP2C19 inhibition	-	0.9249	92.49%
CYP2D6 inhibition	-	0.9503	95.03%
CYP1A2 inhibition	-	0.9334	93.34%
CYP2C8 inhibition	-	0.9070	90.70%
CYP inhibitory promiscuity	-	0.9770	97.70%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5269	52.69%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9360	93.60%
Skin irritation	-	0.6648	66.48%
Skin corrosion	-	0.8062	80.62%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7558	75.58%
Micronuclear	-	0.5941	59.41%
Hepatotoxicity	-	0.6332	63.32%
skin sensitisation	-	0.8444	84.44%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.8568	85.68%
Acute Oral Toxicity (c)	III	0.5096	50.96%
Estrogen receptor binding	+	0.7608	76.08%
Androgen receptor binding	+	0.6819	68.19%
Thyroid receptor binding	+	0.5362	53.62%
Glucocorticoid receptor binding	-	0.5424	54.24%
Aromatase binding	+	0.6135	61.35%
PPAR gamma	+	0.5944	59.44%
Honey bee toxicity	-	0.7133	71.33%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8300	83.00%

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	97.34%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.30%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.82%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.56%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.55%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.53%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.48%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	90.51%	90.17%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.51%	96.38%
CHEMBL4208	P20618	Proteasome component C5	87.18%	90.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	85.71%	92.78%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.07%	96.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.39%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.70%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.18%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.02%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.52%	93.04%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.08%	90.08%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.44%	95.71%

Plants that contains it

• Picrodendron baccatum

Cross-Links

• PubChem: 163039820
• LOTUS: LTS0268170
• wikiData: Q105174793