(2S,3R,4S,5S,6R)-2-[(2S,3R,4R,5R,6S)-2-[(3S)-5-[(1S,2R,4aS,6R,8aR)-2,6-dihydroxy-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-1-en-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: bcc56588-a4e4-468c-a093-6b587ac917a0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2S,3R,4R,5R,6S)-2-[(3S)-5-[(1S,2R,4aS,6R,8aR)-2,6-dihydroxy-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-1-en-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC(C)(CCC3C4(CCC(C(C4CCC3(C)O)(C)C)O)C)C=C)C)O)O)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@@H]([C@H]([C@@H](O[C@H]2O[C@@](C)(CC[C@H]3[C@@]4(CC[C@H](C([C@H]4CC[C@@]3(C)O)(C)C)O)C)C=C)C)O)O)O)O)O
• InChI: InChI=1S/C32H56O11/c1-9-30(6,13-10-19-31(7)14-12-20(33)29(4,5)18(31)11-15-32(19,8)39)43-28-26(24(37)22(35)17(3)41-28)42-27-25(38)23(36)21(34)16(2)40-27/h9,16-28,33-39H,1,10-15H2,2-8H3/t16-,17+,18-,19+,20-,21-,22+,23+,24-,25-,26-,27+,28+,30-,31-,32-/m1/s1
• InChI Key: DMGCQHPKCYGMDF-BUKXUFTISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₆O₁₁
• Molecular Weight: 616.80 g/mol
• Exact Mass: 616.38226260 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7045	70.45%
Caco-2	-	0.8471	84.71%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6086	60.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8741	87.41%
OATP1B3 inhibitior	+	0.7889	78.89%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8856	88.56%
P-glycoprotein inhibitior	+	0.6544	65.44%
P-glycoprotein substrate	-	0.6977	69.77%
CYP3A4 substrate	+	0.7014	70.14%
CYP2C9 substrate	-	0.7878	78.78%
CYP2D6 substrate	-	0.8346	83.46%
CYP3A4 inhibition	-	0.7769	77.69%
CYP2C9 inhibition	-	0.8970	89.70%
CYP2C19 inhibition	-	0.8285	82.85%
CYP2D6 inhibition	-	0.9540	95.40%
CYP1A2 inhibition	-	0.9059	90.59%
CYP2C8 inhibition	+	0.5285	52.85%
CYP inhibitory promiscuity	-	0.9630	96.30%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7054	70.54%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9216	92.16%
Skin irritation	-	0.5804	58.04%
Skin corrosion	-	0.9248	92.48%
Ames mutagenesis	-	0.7854	78.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7983	79.83%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7051	70.51%
skin sensitisation	-	0.8481	84.81%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8972	89.72%
Acute Oral Toxicity (c)	III	0.4906	49.06%
Estrogen receptor binding	+	0.5645	56.45%
Androgen receptor binding	+	0.5533	55.33%
Thyroid receptor binding	-	0.5495	54.95%
Glucocorticoid receptor binding	+	0.6089	60.89%
Aromatase binding	+	0.6461	64.61%
PPAR gamma	+	0.6065	60.65%
Honey bee toxicity	-	0.6680	66.80%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9756	97.56%

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	98.29%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.93%	91.11%
CHEMBL325	Q13547	Histone deacetylase 1	93.76%	95.92%
CHEMBL226	P30542	Adenosine A1 receptor	93.43%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.04%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.33%	97.09%
CHEMBL206	P03372	Estrogen receptor alpha	89.63%	97.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.13%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.90%	97.36%
CHEMBL1951	P21397	Monoamine oxidase A	88.44%	91.49%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.74%	96.61%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.34%	95.58%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.32%	92.94%
CHEMBL3524	P56524	Histone deacetylase 4	86.86%	92.97%
CHEMBL1937	Q92769	Histone deacetylase 2	86.65%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.36%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.61%	98.95%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.38%	91.03%
CHEMBL2179	P04062	Beta-glucocerebrosidase	85.33%	85.31%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.88%	89.05%
CHEMBL233	P35372	Mu opioid receptor	84.23%	97.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.05%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.87%	89.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.87%	95.71%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	82.73%	97.31%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.19%	90.24%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.15%	91.07%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.85%	95.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.05%	96.47%

Plants that contains it

• Sticherus quadripartitus

Cross-Links

• PubChem: 101838047
• LOTUS: LTS0068714
• wikiData: Q104985070