[(9R,13S,16S,17R,18S)-16-[(1R)-1-hydroxy-1-[(2R)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-8,8,13,17-tetramethyl-6-oxo-7-oxatetracyclo[10.7.0.03,9.013,17]nonadeca-1(12),2,4,10-tetraen-18-yl] acetate

Details

• Internal ID: 38ae404a-8bcc-426e-ac42-5867b5015be7
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: [(9R,13S,16S,17R,18S)-16-[(1R)-1-hydroxy-1-[(2R)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-8,8,13,17-tetramethyl-6-oxo-7-oxatetracyclo[10.7.0.03,9.013,17]nonadeca-1(12),2,4,10-tetraen-18-yl] acetate
• SMILES (Canonical): CC1=CCC(OC1=O)C(C)(C2CCC3(C2(C(CC4=C3C=CC5C(=C4)C=CC(=O)OC5(C)C)OC(=O)C)C)C)O
• SMILES (Isomeric): CC1=CC[C@@H](OC1=O)[C@@](C)([C@H]2CC[C@@]3([C@@]2([C@H](CC4=C3C=C[C@@H]5C(=C4)C=CC(=O)OC5(C)C)OC(=O)C)C)C)O
• InChI: InChI=1S/C32H40O7/c1-18-8-12-25(38-28(18)35)32(7,36)24-14-15-30(5)23-11-10-22-20(9-13-27(34)39-29(22,3)4)16-21(23)17-26(31(24,30)6)37-19(2)33/h8-11,13,16,22,24-26,36H,12,14-15,17H2,1-7H3/t22-,24+,25-,26+,30+,31+,32-/m1/s1
• InChI Key: XHOUDPVGNPJRHS-JWNRSKDGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₀O₇
• Molecular Weight: 536.70 g/mol
• Exact Mass: 536.27740361 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 5.06
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9760	97.60%
Caco-2	-	0.7205	72.05%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8416	84.16%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.8086	80.86%
OATP1B3 inhibitior	-	0.4196	41.96%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5103	51.03%
BSEP inhibitior	+	0.9536	95.36%
P-glycoprotein inhibitior	+	0.8601	86.01%
P-glycoprotein substrate	+	0.5822	58.22%
CYP3A4 substrate	+	0.7216	72.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9185	91.85%
CYP3A4 inhibition	-	0.8871	88.71%
CYP2C9 inhibition	-	0.7960	79.60%
CYP2C19 inhibition	-	0.8749	87.49%
CYP2D6 inhibition	-	0.9256	92.56%
CYP1A2 inhibition	-	0.6952	69.52%
CYP2C8 inhibition	+	0.7245	72.45%
CYP inhibitory promiscuity	-	0.9169	91.69%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6160	61.60%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9330	93.30%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8990	89.90%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6999	69.99%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6142	61.42%
skin sensitisation	-	0.7740	77.40%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.8159	81.59%
Acute Oral Toxicity (c)	III	0.4662	46.62%
Estrogen receptor binding	+	0.7902	79.02%
Androgen receptor binding	+	0.7111	71.11%
Thyroid receptor binding	+	0.6629	66.29%
Glucocorticoid receptor binding	+	0.8509	85.09%
Aromatase binding	+	0.7647	76.47%
PPAR gamma	+	0.7123	71.23%
Honey bee toxicity	-	0.7931	79.31%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9812	98.12%

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	98.97%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.73%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.74%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.37%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	92.13%	97.79%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.27%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.90%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.26%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.16%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	86.53%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.47%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.47%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.40%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.89%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.78%	94.00%
CHEMBL5028	O14672	ADAM10	82.56%	97.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.07%	93.04%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.80%	92.62%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.63%	90.93%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.46%	100.00%

Plants that contains it

• Kadsura heteroclita

Cross-Links

• PubChem: 101415307
• LOTUS: LTS0218070
• wikiData: Q105328235