[(1R,2R,3R,4S,5S,6R,7S,8R,10S,11R,14R)-5,14-diacetyloxy-6-(chloromethyl)-6,10,11-trihydroxy-10,14-dimethyl-3-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-4-yl] acetate

Details

• Internal ID: 18e52d9a-d126-446b-b3ce-5e537552f6a7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Eunicellane and asbestinane diterpenoids
• IUPAC Name: [(1R,2R,3R,4S,5S,6R,7S,8R,10S,11R,14R)-5,14-diacetyloxy-6-(chloromethyl)-6,10,11-trihydroxy-10,14-dimethyl-3-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-4-yl] acetate
• SMILES (Canonical): CC(C)C1C2C(C3CC(C(CCC(C2O3)(C)OC(=O)C)O)(C)O)C(C(C1OC(=O)C)OC(=O)C)(CCl)O
• SMILES (Isomeric): CC(C)[C@@H]1[C@@H]2[C@@H]([C@H]3C[C@]([C@@H](CC[C@@]([C@@H]2O3)(C)OC(=O)C)O)(C)O)[C@@]([C@H]([C@H]1OC(=O)C)OC(=O)C)(CCl)O
• InChI: InChI=1S/C26H41ClO10/c1-12(2)18-19-20(26(33,11-27)23(35-14(4)29)21(18)34-13(3)28)16-10-24(6,32)17(31)8-9-25(7,22(19)36-16)37-15(5)30/h12,16-23,31-33H,8-11H2,1-7H3/t16-,17-,18-,19-,20-,21+,22-,23+,24+,25-,26-/m1/s1
• InChI Key: NXDBLMKPWYADDE-OWBKQTRUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₁ClO₁₀
• Molecular Weight: 549.00 g/mol
• Exact Mass: 548.2388252 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.72
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9609	96.09%
Caco-2	-	0.7463	74.63%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8248	82.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8907	89.07%
OATP1B3 inhibitior	+	0.8838	88.38%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7042	70.42%
BSEP inhibitior	+	0.8236	82.36%
P-glycoprotein inhibitior	+	0.6187	61.87%
P-glycoprotein substrate	-	0.5435	54.35%
CYP3A4 substrate	+	0.6919	69.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8510	85.10%
CYP3A4 inhibition	+	0.5117	51.17%
CYP2C9 inhibition	-	0.7588	75.88%
CYP2C19 inhibition	-	0.7584	75.84%
CYP2D6 inhibition	-	0.9442	94.42%
CYP1A2 inhibition	-	0.7426	74.26%
CYP2C8 inhibition	-	0.5625	56.25%
CYP inhibitory promiscuity	-	0.9702	97.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8544	85.44%
Carcinogenicity (trinary)	Non-required	0.5922	59.22%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9312	93.12%
Skin irritation	-	0.5899	58.99%
Skin corrosion	-	0.8817	88.17%
Ames mutagenesis	-	0.5970	59.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5099	50.99%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5677	56.77%
skin sensitisation	-	0.8785	87.85%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.8405	84.05%
Acute Oral Toxicity (c)	III	0.4075	40.75%
Estrogen receptor binding	+	0.7686	76.86%
Androgen receptor binding	+	0.5721	57.21%
Thyroid receptor binding	+	0.5649	56.49%
Glucocorticoid receptor binding	+	0.6636	66.36%
Aromatase binding	+	0.7052	70.52%
PPAR gamma	+	0.5954	59.54%
Honey bee toxicity	-	0.7391	73.91%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6307	63.07%
Fish aquatic toxicity	+	0.9807	98.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.52%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.45%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.95%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.75%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.17%	96.77%
CHEMBL204	P00734	Thrombin	92.11%	96.01%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.89%	89.05%
CHEMBL226	P30542	Adenosine A1 receptor	91.69%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.19%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.93%	96.61%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	89.60%	82.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.59%	91.24%
CHEMBL340	P08684	Cytochrome P450 3A4	88.08%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.45%	92.62%
CHEMBL2581	P07339	Cathepsin D	86.87%	98.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.06%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.70%	86.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.32%	96.38%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.28%	97.28%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	85.22%	97.47%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.77%	89.34%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.72%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.63%	100.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	84.61%	92.78%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.47%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.43%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	84.14%	90.17%
CHEMBL5255	O00206	Toll-like receptor 4	83.53%	92.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.45%	96.47%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.30%	82.69%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.80%	94.33%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.43%	92.86%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.24%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.78%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.89%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.24%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73347721
• LOTUS: LTS0149564
• wikiData: Q105186957