(E,3S,4S)-6-[(1R,2S,3R,5R,6S,9R,10R,13S,15S,17S)-3-hydroxy-17-methoxy-9,10,14,14-tetramethyl-16-oxapentacyclo[13.2.2.01,13.02,10.05,9]nonadecan-6-yl]-2-methylhept-5-ene-2,3,4-triol

Details

• Internal ID: 8413b644-54e4-4ccf-a7d1-10d1417ce181
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (E,3S,4S)-6-[(1R,2S,3R,5R,6S,9R,10R,13S,15S,17S)-3-hydroxy-17-methoxy-9,10,14,14-tetramethyl-16-oxapentacyclo[13.2.2.01,13.02,10.05,9]nonadecan-6-yl]-2-methylhept-5-ene-2,3,4-triol
• SMILES (Canonical): CC(=CC(C(C(C)(C)O)O)O)C1CCC2(C1CC(C3C2(CCC4C35CCC(C4(C)C)OC5OC)C)O)C
• SMILES (Isomeric): C/C(=C\[C@@H]([C@@H](C(C)(C)O)O)O)/[C@H]1CC[C@@]2([C@@H]1C[C@H]([C@H]3[C@]2(CC[C@@H]4[C@]35CC[C@@H](C4(C)C)O[C@@H]5OC)C)O)C
• InChI: InChI=1S/C31H52O6/c1-17(15-21(33)25(34)28(4,5)35)18-9-12-29(6)19(18)16-20(32)24-30(29,7)13-10-22-27(2,3)23-11-14-31(22,24)26(36-8)37-23/h15,18-26,32-35H,9-14,16H2,1-8H3/b17-15+/t18-,19-,20-,21+,22+,23+,24+,25+,26+,29-,30-,31-/m1/s1
• InChI Key: QDCKMBPGZJSBGP-CBZZQGARSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₂O₆
• Molecular Weight: 520.70 g/mol
• Exact Mass: 520.37638937 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.43
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8512	85.12%
Caco-2	-	0.7104	71.04%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5597	55.97%
OATP2B1 inhibitior	-	0.5738	57.38%
OATP1B1 inhibitior	+	0.8000	80.00%
OATP1B3 inhibitior	+	0.9383	93.83%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6398	63.98%
P-glycoprotein inhibitior	-	0.5260	52.60%
P-glycoprotein substrate	+	0.5164	51.64%
CYP3A4 substrate	+	0.7173	71.73%
CYP2C9 substrate	-	0.7898	78.98%
CYP2D6 substrate	-	0.8099	80.99%
CYP3A4 inhibition	-	0.8337	83.37%
CYP2C9 inhibition	-	0.8480	84.80%
CYP2C19 inhibition	-	0.8142	81.42%
CYP2D6 inhibition	-	0.9158	91.58%
CYP1A2 inhibition	-	0.7535	75.35%
CYP2C8 inhibition	+	0.6089	60.89%
CYP inhibitory promiscuity	-	0.9126	91.26%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6452	64.52%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9319	93.19%
Skin irritation	-	0.5292	52.92%
Skin corrosion	-	0.9286	92.86%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7051	70.51%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8082	80.82%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.5308	53.08%
Acute Oral Toxicity (c)	I	0.4774	47.74%
Estrogen receptor binding	+	0.6972	69.72%
Androgen receptor binding	+	0.7427	74.27%
Thyroid receptor binding	+	0.5397	53.97%
Glucocorticoid receptor binding	+	0.6802	68.02%
Aromatase binding	+	0.6688	66.88%
PPAR gamma	+	0.6162	61.62%
Honey bee toxicity	-	0.5971	59.71%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9368	93.68%

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	98.83%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.36%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.49%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.85%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.07%	96.09%
CHEMBL233	P35372	Mu opioid receptor	91.50%	97.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.08%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.69%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.21%	94.45%
CHEMBL204	P00734	Thrombin	87.79%	96.01%
CHEMBL259	P32245	Melanocortin receptor 4	87.78%	95.38%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.43%	82.69%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.05%	100.00%
CHEMBL1914	P06276	Butyrylcholinesterase	86.40%	95.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.35%	91.07%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.81%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.99%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.76%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.56%	100.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.31%	91.03%
CHEMBL206	P03372	Estrogen receptor alpha	84.00%	97.64%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.66%	89.62%
CHEMBL2581	P07339	Cathepsin D	83.52%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	83.10%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.91%	86.33%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.71%	97.29%
CHEMBL1902	P62942	FK506-binding protein 1A	82.41%	97.05%
CHEMBL340	P08684	Cytochrome P450 3A4	81.56%	91.19%
CHEMBL1937	Q92769	Histone deacetylase 2	81.48%	94.75%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.23%	90.93%
CHEMBL1871	P10275	Androgen Receptor	80.40%	96.43%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.37%	89.50%
CHEMBL236	P41143	Delta opioid receptor	80.25%	99.35%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.20%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.09%	89.00%

Plants that contains it

• Varronia multispicata

Cross-Links

• PubChem: 163047638
• LOTUS: LTS0011259
• wikiData: Q105218740