(2S,3S,4R,4aS,6aS,8aR,12aR,13S,14aS,14bS)-13-(chloromethyl)-3-hydroxy-4,6a,11,11,14b-pentamethyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4a,5,6,7,8,9,10,12,12a,13,14,14a-tetradecahydro-1H-picene-4,8a-dicarboxylic acid

Details

• Internal ID: 068e7ba6-00c1-46c7-9abe-b29a24f829fc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: (2S,3S,4R,4aS,6aS,8aR,12aR,13S,14aS,14bS)-13-(chloromethyl)-3-hydroxy-4,6a,11,11,14b-pentamethyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4a,5,6,7,8,9,10,12,12a,13,14,14a-tetradecahydro-1H-picene-4,8a-dicarboxylic acid
• SMILES (Canonical): CC1(CCC2(CCC3=C(C2C1)C(CC4C3(CCC5C4(CC(C(C5(C)C(=O)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)CCl)C(=O)O)C
• SMILES (Isomeric): C[C@]12CC[C@H]3[C@]([C@@H]1C[C@@H](C4=C2CC[C@]5([C@@H]4CC(CC5)(C)C)C(=O)O)CCl)(C[C@@H]([C@H]([C@]3(C)C(=O)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C
• InChI: InChI=1S/C36H55ClO11/c1-32(2)10-11-36(31(45)46)9-6-18-24(19(36)13-32)17(15-37)12-23-33(18,3)8-7-22-34(23,4)14-20(28(42)35(22,5)30(43)44)47-29-27(41)26(40)25(39)21(16-38)48-29/h17,19-23,25-29,38-42H,6-16H2,1-5H3,(H,43,44)(H,45,46)/t17-,19-,20+,21-,22+,23-,25-,26+,27-,28-,29-,33-,34-,35-,36+/m1/s1
• InChI Key: RLOXPDYFKRYMNW-AXPARVCXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₅ClO₁₁
• Molecular Weight: 699.30 g/mol
• Exact Mass: 698.3432903 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.31
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8495	84.95%
Caco-2	-	0.8629	86.29%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.8830	88.30%
OATP2B1 inhibitior	-	0.5832	58.32%
OATP1B1 inhibitior	+	0.7970	79.70%
OATP1B3 inhibitior	-	0.4224	42.24%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5724	57.24%
BSEP inhibitior	-	0.6112	61.12%
P-glycoprotein inhibitior	+	0.6952	69.52%
P-glycoprotein substrate	-	0.6832	68.32%
CYP3A4 substrate	+	0.7190	71.90%
CYP2C9 substrate	-	0.8162	81.62%
CYP2D6 substrate	-	0.8780	87.80%
CYP3A4 inhibition	-	0.8702	87.02%
CYP2C9 inhibition	-	0.8258	82.58%
CYP2C19 inhibition	-	0.8377	83.77%
CYP2D6 inhibition	-	0.9262	92.62%
CYP1A2 inhibition	-	0.7737	77.37%
CYP2C8 inhibition	+	0.6258	62.58%
CYP inhibitory promiscuity	-	0.9319	93.19%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6410	64.10%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9180	91.80%
Skin irritation	-	0.6474	64.74%
Skin corrosion	-	0.9349	93.49%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7501	75.01%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6772	67.72%
skin sensitisation	-	0.8883	88.83%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5092	50.92%
Acute Oral Toxicity (c)	III	0.7494	74.94%
Estrogen receptor binding	+	0.7091	70.91%
Androgen receptor binding	+	0.7205	72.05%
Thyroid receptor binding	-	0.5579	55.79%
Glucocorticoid receptor binding	+	0.6299	62.99%
Aromatase binding	+	0.6743	67.43%
PPAR gamma	+	0.6592	65.92%
Honey bee toxicity	-	0.7297	72.97%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9837	98.37%

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	97.64%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.73%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.68%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.40%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.92%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	86.24%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.56%	86.33%
CHEMBL220	P22303	Acetylcholinesterase	83.19%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	82.47%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.88%	95.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.48%	94.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.18%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.85%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.53%	91.24%

Plants that contains it

• Bredemeyera floribunda

Cross-Links

• PubChem: 162844742
• LOTUS: LTS0028041
• wikiData: Q105240423