[(1S,12R,13S,14S,15R,16R)-14-hydroxy-19,20-dimethoxy-13,14-dimethyl-18-oxo-3,6,8,22-tetraoxahexacyclo[9.9.1.112,16.01,16.04,21.05,9]docosa-4(21),5(9),10,19-tetraen-15-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 75d91dce-1edb-4367-b26d-d46f0b77bb5c
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: [(1S,12R,13S,14S,15R,16R)-14-hydroxy-19,20-dimethoxy-13,14-dimethyl-18-oxo-3,6,8,22-tetraoxahexacyclo[9.9.1.112,16.01,16.04,21.05,9]docosa-4(21),5(9),10,19-tetraen-15-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C(C2C3=CC4=C(C5=C3C6(C1(O2)CC(=O)C(=C6OC)OC)CO5)OCO4)C)(C)O
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@@H]1[C@@]([C@H]([C@@H]2C3=CC4=C(C5=C3[C@@]6([C@]1(O2)CC(=O)C(=C6OC)OC)CO5)OCO4)C)(C)O
• InChI: InChI=1S/C27H30O10/c1-7-12(2)23(29)36-24-25(4,30)13(3)18-14-8-16-20(35-11-34-16)21-17(14)26(10-33-21)22(32-6)19(31-5)15(28)9-27(24,26)37-18/h7-8,13,18,24,30H,9-11H2,1-6H3/b12-7-/t13-,18+,24+,25-,26-,27-/m0/s1
• InChI Key: CFYJAQXOLYNIFQ-LPGLPPQNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₀
• Molecular Weight: 514.50 g/mol
• Exact Mass: 514.18389715 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.61
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9493	94.93%
Caco-2	-	0.5611	56.11%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7643	76.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8788	87.88%
OATP1B3 inhibitior	+	0.9534	95.34%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9514	95.14%
P-glycoprotein inhibitior	+	0.8158	81.58%
P-glycoprotein substrate	+	0.5577	55.77%
CYP3A4 substrate	+	0.6713	67.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8811	88.11%
CYP3A4 inhibition	+	0.7970	79.70%
CYP2C9 inhibition	-	0.6643	66.43%
CYP2C19 inhibition	+	0.5535	55.35%
CYP2D6 inhibition	-	0.8748	87.48%
CYP1A2 inhibition	-	0.7644	76.44%
CYP2C8 inhibition	-	0.5684	56.84%
CYP inhibitory promiscuity	+	0.5727	57.27%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4465	44.65%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9097	90.97%
Skin irritation	-	0.7595	75.95%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	+	0.5346	53.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6231	62.31%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.7168	71.68%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.7362	73.62%
Acute Oral Toxicity (c)	I	0.4601	46.01%
Estrogen receptor binding	+	0.8650	86.50%
Androgen receptor binding	+	0.7378	73.78%
Thyroid receptor binding	+	0.5880	58.80%
Glucocorticoid receptor binding	+	0.8509	85.09%
Aromatase binding	+	0.7025	70.25%
PPAR gamma	+	0.7779	77.79%
Honey bee toxicity	-	0.6122	61.22%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9643	96.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	99.33%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.17%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.10%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.63%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.80%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.37%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.38%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	93.82%	94.80%
CHEMBL340	P08684	Cytochrome P450 3A4	91.18%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.29%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.70%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.31%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.54%	92.94%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.97%	93.40%
CHEMBL325	Q13547	Histone deacetylase 1	87.17%	95.92%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.50%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.74%	95.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.17%	98.75%
CHEMBL230	P35354	Cyclooxygenase-2	82.36%	89.63%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.50%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.34%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.09%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.48%	97.14%
CHEMBL5028	O14672	ADAM10	80.37%	97.50%
CHEMBL284	P27487	Dipeptidyl peptidase IV	80.35%	95.69%

Plants that contains it

• Kadsura philippinensis

Cross-Links

• PubChem: 162904388
• LOTUS: LTS0033679
• wikiData: Q104957256