(1S,3R,3'S,7R,9R,10S,11S,13R,15R,17R,18S,19S,21S,25S)-11-hydroxy-9-(hydroxymethyl)-3',9,19,21-tetramethylspiro[4,8,16,24-tetraoxaheptacyclo[13.8.1.115,18.01,13.03,7.03,10.021,25]pentacosane-17,5'-oxolane]-2',5,14,20-tetrone

Details

• Internal ID: 56647db9-9b70-412b-8dd8-8ceb96e22eb3
• Taxonomy: Organoheterocyclic compounds > Furofurans
• IUPAC Name: (1S,3R,3'S,7R,9R,10S,11S,13R,15R,17R,18S,19S,21S,25S)-11-hydroxy-9-(hydroxymethyl)-3',9,19,21-tetramethylspiro[4,8,16,24-tetraoxaheptacyclo[13.8.1.115,18.01,13.03,7.03,10.021,25]pentacosane-17,5'-oxolane]-2',5,14,20-tetrone
• SMILES (Canonical): CC1CC2(C3C(C(=O)C4(C3C5(O2)C(=O)C6CC(C7C(OC8C7(CC6(O5)CC4)OC(=O)C8)(C)CO)O)C)C)OC1=O
• SMILES (Isomeric): C[C@H]1C[C@]2([C@H]3[C@@H](C(=O)[C@@]4([C@H]3[C@@]5(O2)C(=O)[C@@H]6C[C@@H]([C@H]7[C@](O[C@H]8[C@]7(C[C@@]6(O5)CC4)OC(=O)C8)(C)CO)O)C)C)OC1=O
• InChI: InChI=1S/C29H36O11/c1-12-9-28(38-23(12)35)18-13(2)21(33)24(3)5-6-26-10-27-16(8-17(32)37-27)36-25(4,11-30)19(27)15(31)7-14(26)22(34)29(39-26,40-28)20(18)24/h12-16,18-20,30-31H,5-11H2,1-4H3/t12-,13-,14-,15-,16+,18-,19-,20-,24-,25-,26-,27-,28-,29+/m0/s1
• InChI Key: AOPUWJSVHVBBGH-BDXSRLIJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₆O₁₁
• Molecular Weight: 560.60 g/mol
• Exact Mass: 560.22576196 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.80
• H-Bond Acceptor: 11
• 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	+	0.8956	89.56%
Caco-2	-	0.7864	78.64%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6448	64.48%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.7846	78.46%
OATP1B3 inhibitior	+	0.9521	95.21%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8735	87.35%
P-glycoprotein inhibitior	+	0.6562	65.62%
P-glycoprotein substrate	+	0.6242	62.42%
CYP3A4 substrate	+	0.7168	71.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8625	86.25%
CYP3A4 inhibition	-	0.7412	74.12%
CYP2C9 inhibition	-	0.8795	87.95%
CYP2C19 inhibition	-	0.9130	91.30%
CYP2D6 inhibition	-	0.9666	96.66%
CYP1A2 inhibition	-	0.8209	82.09%
CYP2C8 inhibition	+	0.5738	57.38%
CYP inhibitory promiscuity	-	0.9848	98.48%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4907	49.07%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9267	92.67%
Skin irritation	-	0.5260	52.60%
Skin corrosion	-	0.9262	92.62%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5614	56.14%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5683	56.83%
skin sensitisation	-	0.9292	92.92%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6404	64.04%
Acute Oral Toxicity (c)	III	0.4812	48.12%
Estrogen receptor binding	+	0.7515	75.15%
Androgen receptor binding	+	0.7765	77.65%
Thyroid receptor binding	+	0.5256	52.56%
Glucocorticoid receptor binding	+	0.7802	78.02%
Aromatase binding	+	0.7544	75.44%
PPAR gamma	+	0.6339	63.39%
Honey bee toxicity	-	0.7084	70.84%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8009	80.09%

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	99.74%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.24%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.23%	96.61%
CHEMBL299	P17252	Protein kinase C alpha	92.89%	98.03%
CHEMBL2581	P07339	Cathepsin D	90.47%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	90.37%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.34%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.67%	86.33%
CHEMBL325	Q13547	Histone deacetylase 1	86.54%	95.92%
CHEMBL259	P32245	Melanocortin receptor 4	86.02%	95.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.14%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	84.92%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.16%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.84%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.24%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.50%	95.56%
CHEMBL332	P03956	Matrix metalloproteinase-1	80.03%	94.50%

Plants that contains it

• Schisandra grandiflora

Cross-Links

• PubChem: 46883066
• LOTUS: LTS0217965
• wikiData: Q104915879