[(2R,3R)-2-methyl-5-oxooxolan-3-yl] (2R,3S,6S,7S,9R)-2-[(2S,5S)-5-(3-hydroxyphenyl)-5-methoxypentan-2-yl]-3,9,11,11-tetramethyl-8-oxo-1-oxaspiro[5.5]undec-4-ene-7-carboxylate

Details

• Internal ID: 91ecefb8-70d2-4df2-ac15-db73ef4b06ae
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzylethers
• IUPAC Name: [(2R,3R)-2-methyl-5-oxooxolan-3-yl] (2R,3S,6S,7S,9R)-2-[(2S,5S)-5-(3-hydroxyphenyl)-5-methoxypentan-2-yl]-3,9,11,11-tetramethyl-8-oxo-1-oxaspiro[5.5]undec-4-ene-7-carboxylate
• SMILES (Canonical): CC1CC(C2(C=CC(C(O2)C(C)CCC(C3=CC(=CC=C3)O)OC)C)C(C1=O)C(=O)OC4CC(=O)OC4C)(C)C
• SMILES (Isomeric): C[C@@H]1CC([C@]2(C=C[C@@H]([C@H](O2)[C@@H](C)CC[C@@H](C3=CC(=CC=C3)O)OC)C)[C@@H](C1=O)C(=O)O[C@@H]4CC(=O)O[C@@H]4C)(C)C
• InChI: InChI=1S/C32H44O8/c1-18(11-12-24(37-7)22-9-8-10-23(33)15-22)29-19(2)13-14-32(40-29)27(28(35)20(3)17-31(32,5)6)30(36)39-25-16-26(34)38-21(25)4/h8-10,13-15,18-21,24-25,27,29,33H,11-12,16-17H2,1-7H3/t18-,19-,20+,21+,24-,25+,27-,29+,32-/m0/s1
• InChI Key: PRHBNKNLOZFUEA-XVUXQUDTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₄O₈
• Molecular Weight: 556.70 g/mol
• Exact Mass: 556.30361836 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.32
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9538	95.38%
Caco-2	-	0.7689	76.89%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7754	77.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8224	82.24%
OATP1B3 inhibitior	-	0.4117	41.17%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8395	83.95%
P-glycoprotein inhibitior	+	0.8014	80.14%
P-glycoprotein substrate	+	0.7696	76.96%
CYP3A4 substrate	+	0.7170	71.70%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	-	0.8559	85.59%
CYP3A4 inhibition	-	0.5276	52.76%
CYP2C9 inhibition	-	0.8330	83.30%
CYP2C19 inhibition	-	0.8529	85.29%
CYP2D6 inhibition	-	0.8989	89.89%
CYP1A2 inhibition	-	0.8838	88.38%
CYP2C8 inhibition	+	0.6259	62.59%
CYP inhibitory promiscuity	-	0.8842	88.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.4543	45.43%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9400	94.00%
Skin irritation	-	0.7007	70.07%
Skin corrosion	-	0.8662	86.62%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6553	65.53%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8230	82.30%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7117	71.17%
Acute Oral Toxicity (c)	III	0.4010	40.10%
Estrogen receptor binding	+	0.7620	76.20%
Androgen receptor binding	+	0.7341	73.41%
Thyroid receptor binding	+	0.6041	60.41%
Glucocorticoid receptor binding	+	0.8322	83.22%
Aromatase binding	+	0.6481	64.81%
PPAR gamma	+	0.7118	71.18%
Honey bee toxicity	-	0.6478	64.78%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9597	95.97%

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	98.80%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.68%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.25%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.51%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.30%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.86%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.31%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.16%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.10%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.88%	93.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.38%	91.07%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	86.96%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.54%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	85.65%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.36%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.32%	96.00%
CHEMBL2535	P11166	Glucose transporter	84.57%	98.75%
CHEMBL2996	Q05655	Protein kinase C delta	84.19%	97.79%
CHEMBL236	P41143	Delta opioid receptor	83.93%	99.35%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.83%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.74%	97.09%
CHEMBL1907	P15144	Aminopeptidase N	81.38%	93.31%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.32%	90.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.69%	96.47%

Plants that contains it

• Balanophora harlandii

Cross-Links

• PubChem: 11731377
• NPASS: NPC73523
• LOTUS: LTS0165829
• wikiData: Q105213699