(1R,2S,5S,14R,15R,18R,21S,24R,26S,27R)-14-chloro-5,15-dihydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.1.118,27.01,5.02,24.08,17.09,14.021,26]nonacos-11-ene-4,10,22,29-tetrone

Details

• Internal ID: f4edf090-b49f-46b9-a684-4e6178acad22
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Physalins and derivatives
• IUPAC Name: (1R,2S,5S,14R,15R,18R,21S,24R,26S,27R)-14-chloro-5,15-dihydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.1.118,27.01,5.02,24.08,17.09,14.021,26]nonacos-11-ene-4,10,22,29-tetrone
• SMILES (Canonical): CC12CC3C4(C56C1C(=O)C(O5)(C7CC(C8(CC=CC(=O)C8(C7CCC6(C(=O)O4)O)C)Cl)O)OCC2C(=O)O3)C
• SMILES (Isomeric): C[C@]12C[C@@H]3[C@]4([C@]56[C@@H]1C(=O)[C@](O5)(C7C[C@H]([C@]8(CC=CC(=O)C8(C7CC[C@]6(C(=O)O4)O)C)Cl)O)OC[C@H]2C(=O)O3)C
• InChI: InChI=1S/C28H31ClO10/c1-22-10-17-24(3)28-18(22)19(32)27(39-28,36-11-14(22)20(33)37-17)13-9-16(31)25(29)7-4-5-15(30)23(25,2)12(13)6-8-26(28,35)21(34)38-24/h4-5,12-14,16-18,31,35H,6-11H2,1-3H3/t12?,13?,14-,16+,17+,18+,22+,23?,24-,25-,26+,27+,28-/m0/s1
• InChI Key: YNEPXUIPALKHAU-ACZQASPMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₁ClO₁₀
• Molecular Weight: 563.00 g/mol
• Exact Mass: 562.1605749 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.97
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9823	98.23%
Caco-2	-	0.7435	74.35%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7354	73.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8083	80.83%
OATP1B3 inhibitior	+	0.8972	89.72%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.8649	86.49%
P-glycoprotein inhibitior	+	0.6378	63.78%
P-glycoprotein substrate	+	0.6606	66.06%
CYP3A4 substrate	+	0.7449	74.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8944	89.44%
CYP3A4 inhibition	-	0.9377	93.77%
CYP2C9 inhibition	-	0.8863	88.63%
CYP2C19 inhibition	-	0.9158	91.58%
CYP2D6 inhibition	-	0.9412	94.12%
CYP1A2 inhibition	-	0.8798	87.98%
CYP2C8 inhibition	+	0.6223	62.23%
CYP inhibitory promiscuity	-	0.9746	97.46%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8638	86.38%
Carcinogenicity (trinary)	Danger	0.4498	44.98%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9277	92.77%
Skin irritation	-	0.5884	58.84%
Skin corrosion	-	0.8873	88.73%
Ames mutagenesis	-	0.6870	68.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4843	48.43%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8819	88.19%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6836	68.36%
Acute Oral Toxicity (c)	III	0.4687	46.87%
Estrogen receptor binding	+	0.8312	83.12%
Androgen receptor binding	+	0.7903	79.03%
Thyroid receptor binding	+	0.6339	63.39%
Glucocorticoid receptor binding	+	0.7982	79.82%
Aromatase binding	+	0.7831	78.31%
PPAR gamma	+	0.5800	58.00%
Honey bee toxicity	-	0.6764	67.64%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9879	98.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.59%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.02%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.88%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.33%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.89%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.85%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.65%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.08%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.77%	100.00%
CHEMBL1871	P10275	Androgen Receptor	89.82%	96.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.41%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.34%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.42%	94.80%
CHEMBL221	P23219	Cyclooxygenase-1	85.92%	90.17%
CHEMBL4208	P20618	Proteasome component C5	85.26%	90.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.96%	86.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.37%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.21%	95.56%
CHEMBL259	P32245	Melanocortin receptor 4	83.28%	95.38%
CHEMBL2581	P07339	Cathepsin D	81.81%	98.95%

Plants that contains it

• Alkekengi officinarum

Cross-Links

• PubChem: 56841141
• NPASS: NPC106407