[(3'S,4'R,6'R,11R,15R,17R)-3',4-dihydroxy-6'-methyl-2,9,13-trioxospiro[12,16-dioxatetracyclo[8.7.0.03,8.011,15]heptadeca-1(10),3(8),4,6-tetraene-17,2'-oxane]-4'-yl] acetate

Details

• Internal ID: bec130e6-d1d2-423d-8deb-f222e9262f6c
• Taxonomy: Phenylpropanoids and polyketides > Isochromanequinones > Benzoisochromanequinones
• IUPAC Name: [(3'S,4'R,6'R,11R,15R,17R)-3',4-dihydroxy-6'-methyl-2,9,13-trioxospiro[12,16-dioxatetracyclo[8.7.0.03,8.011,15]heptadeca-1(10),3(8),4,6-tetraene-17,2'-oxane]-4'-yl] acetate
• SMILES (Canonical): CC1CC(C(C2(O1)C3=C(C4C(O2)CC(=O)O4)C(=O)C5=C(C3=O)C(=CC=C5)O)O)OC(=O)C
• SMILES (Isomeric): C[C@@H]1C[C@H]([C@@H]([C@@]2(O1)C3=C([C@@H]4[C@H](O2)CC(=O)O4)C(=O)C5=C(C3=O)C(=CC=C5)O)O)OC(=O)C
• InChI: InChI=1S/C22H20O10/c1-8-6-13(29-9(2)23)21(28)22(31-8)17-16(20-12(32-22)7-14(25)30-20)18(26)10-4-3-5-11(24)15(10)19(17)27/h3-5,8,12-13,20-21,24,28H,6-7H2,1-2H3/t8-,12-,13-,20+,21+,22-/m1/s1
• InChI Key: DKQCCDMPFPKSEP-VQSJXVRMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₀O₁₀
• Molecular Weight: 444.40 g/mol
• Exact Mass: 444.10564683 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.58
• H-Bond Acceptor: 10
• 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	+	0.9757	97.57%
Caco-2	-	0.7678	76.78%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8159	81.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8803	88.03%
OATP1B3 inhibitior	+	0.7876	78.76%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4945	49.45%
P-glycoprotein inhibitior	+	0.5790	57.90%
P-glycoprotein substrate	+	0.5236	52.36%
CYP3A4 substrate	+	0.6763	67.63%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8796	87.96%
CYP3A4 inhibition	-	0.6383	63.83%
CYP2C9 inhibition	+	0.6102	61.02%
CYP2C19 inhibition	-	0.5821	58.21%
CYP2D6 inhibition	-	0.8781	87.81%
CYP1A2 inhibition	-	0.5856	58.56%
CYP2C8 inhibition	-	0.5929	59.29%
CYP inhibitory promiscuity	-	0.5317	53.17%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.5450	54.50%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9013	90.13%
Skin irritation	-	0.6903	69.03%
Skin corrosion	-	0.9203	92.03%
Ames mutagenesis	+	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7955	79.55%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5949	59.49%
skin sensitisation	-	0.7085	70.85%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7946	79.46%
Acute Oral Toxicity (c)	I	0.4476	44.76%
Estrogen receptor binding	+	0.6690	66.90%
Androgen receptor binding	+	0.6816	68.16%
Thyroid receptor binding	-	0.5946	59.46%
Glucocorticoid receptor binding	+	0.8257	82.57%
Aromatase binding	-	0.5051	50.51%
PPAR gamma	+	0.7209	72.09%
Honey bee toxicity	-	0.7643	76.43%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9878	98.78%

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	98.73%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.24%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.75%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	96.53%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.70%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.68%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.85%	96.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	90.33%	93.03%
CHEMBL340	P08684	Cytochrome P450 3A4	90.09%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.96%	89.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.24%	94.08%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.00%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.01%	86.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.64%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.61%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	86.39%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.10%	95.89%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	85.01%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	84.07%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	83.67%	90.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.35%	99.15%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.20%	91.24%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.10%	83.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.10%	82.69%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.04%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.04%	97.09%

Plants that contains it

• Aglaia spectabilis
• Clibadium pentaneuron
• Coespeletia thyrsiformis f. marcanoi
• Croton bonplandianus
• Croton californicus
• Culcitium canescens
• Cymbopogon nardus
• Dendrobium rotundatum
• Malva verticillata
• Nolina erumpens
• Petasites paradoxus
• Philotheca fitzgeraldii
• Piptolepis leptospermoides
• Ratibida latipalearis
• Toxicodendron succedaneum
• Weddellina squamulosa

Cross-Links

• PubChem: 10026466
• NPASS: NPC44397