[(1aR,2'S,3'S,3aR,4S,5S,5'R,7aS,7bR)-5'-hydroxy-2'-[(2R)-2-hydroxybut-3-en-2-yl]-5,7a,7b-trimethyl-2-oxospiro[1a,3,3a,5,6,7-hexahydronaphtho[1,2-b]oxirene-4,4'-oxolane]-3'-yl] acetate

Details

• Internal ID: a6bd0b43-ed03-48a9-b0b3-d8f0752d783f
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: [(1aR,2'S,3'S,3aR,4S,5S,5'R,7aS,7bR)-5'-hydroxy-2'-[(2R)-2-hydroxybut-3-en-2-yl]-5,7a,7b-trimethyl-2-oxospiro[1a,3,3a,5,6,7-hexahydronaphtho[1,2-b]oxirene-4,4'-oxolane]-3'-yl] acetate
• SMILES (Canonical): CC1CCC2(C(C13C(C(OC3O)C(C)(C=C)O)OC(=O)C)CC(=O)C4C2(O4)C)C
• SMILES (Isomeric): C[C@H]1CC[C@]2([C@H]([C@]13[C@@H]([C@H](O[C@H]3O)[C@@](C)(C=C)O)OC(=O)C)CC(=O)[C@H]4[C@@]2(O4)C)C
• InChI: InChI=1S/C22H32O7/c1-7-20(5,26)16-17(27-12(3)23)22(18(25)28-16)11(2)8-9-19(4)14(22)10-13(24)15-21(19,6)29-15/h7,11,14-18,25-26H,1,8-10H2,2-6H3/t11-,14+,15-,16-,17+,18+,19-,20+,21-,22-/m0/s1
• InChI Key: HQMWDWMOOTXYIX-RWKZPBRJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₇
• Molecular Weight: 408.50 g/mol
• Exact Mass: 408.21480336 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.74
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9397	93.97%
Caco-2	-	0.6685	66.85%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6803	68.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8347	83.47%
OATP1B3 inhibitior	+	0.8438	84.38%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8443	84.43%
P-glycoprotein inhibitior	-	0.6153	61.53%
P-glycoprotein substrate	-	0.7064	70.64%
CYP3A4 substrate	+	0.6948	69.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8746	87.46%
CYP3A4 inhibition	-	0.6294	62.94%
CYP2C9 inhibition	-	0.8436	84.36%
CYP2C19 inhibition	-	0.8204	82.04%
CYP2D6 inhibition	-	0.9489	94.89%
CYP1A2 inhibition	-	0.6281	62.81%
CYP2C8 inhibition	+	0.4823	48.23%
CYP inhibitory promiscuity	-	0.9352	93.52%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5008	50.08%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9373	93.73%
Skin irritation	-	0.5267	52.67%
Skin corrosion	-	0.8788	87.88%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6570	65.70%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8443	84.43%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.6770	67.70%
Acute Oral Toxicity (c)	I	0.3126	31.26%
Estrogen receptor binding	+	0.8630	86.30%
Androgen receptor binding	+	0.6749	67.49%
Thyroid receptor binding	+	0.5484	54.84%
Glucocorticoid receptor binding	+	0.6630	66.30%
Aromatase binding	+	0.7042	70.42%
PPAR gamma	+	0.6389	63.89%
Honey bee toxicity	-	0.6909	69.09%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9953	99.53%

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	98.47%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.68%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.70%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.73%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	91.19%	91.19%
CHEMBL1902	P62942	FK506-binding protein 1A	90.48%	97.05%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.47%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.68%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.61%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.07%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.95%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.93%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.80%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.29%	96.77%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.58%	82.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.55%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.86%	86.33%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.42%	91.03%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.73%	92.94%

Plants that contains it

• Heteroscyphus planus

Cross-Links

• PubChem: 101915761
• LOTUS: LTS0215617
• wikiData: Q105032317