(2R,3R,4R,5R,6R)-2-(hydroxymethyl)-6-[2-[(1R,4R,6S,7S,10R)-10-hydroxy-7-methyl-12-oxatricyclo[5.3.2.01,6]dodecan-4-yl]propan-2-yloxy]oxane-3,4,5-triol

Details

• Internal ID: 6b28de04-802f-4821-b1c2-1b24e2830715
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2R,3R,4R,5R,6R)-2-(hydroxymethyl)-6-[2-[(1R,4R,6S,7S,10R)-10-hydroxy-7-methyl-12-oxatricyclo[5.3.2.01,6]dodecan-4-yl]propan-2-yloxy]oxane-3,4,5-triol
• SMILES (Canonical): CC12CCC(C3(C1CC(CC3)C(C)(C)OC4C(C(C(C(O4)CO)O)O)O)CO2)O
• SMILES (Isomeric): C[C@]12CC[C@H]([C@]3([C@@H]1C[C@@H](CC3)C(C)(C)O[C@@H]4[C@@H]([C@@H]([C@H]([C@H](O4)CO)O)O)O)CO2)O
• InChI: InChI=1S/C21H36O8/c1-19(2,29-18-17(26)16(25)15(24)12(9-22)28-18)11-4-7-21-10-27-20(3,13(21)8-11)6-5-14(21)23/h11-18,22-26H,4-10H2,1-3H3/t11-,12-,13-,14-,15+,16-,17-,18-,20+,21+/m1/s1
• InChI Key: SVTDNHQQQWBECF-GITSRQFSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₆O₈
• Molecular Weight: 416.50 g/mol
• Exact Mass: 416.24101810 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.07
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5489	54.89%
Caco-2	-	0.7730	77.30%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6239	62.39%
OATP2B1 inhibitior	-	0.7205	72.05%
OATP1B1 inhibitior	+	0.9050	90.50%
OATP1B3 inhibitior	+	0.9351	93.51%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.7528	75.28%
P-glycoprotein inhibitior	-	0.7956	79.56%
P-glycoprotein substrate	-	0.7441	74.41%
CYP3A4 substrate	+	0.6623	66.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8237	82.37%
CYP3A4 inhibition	-	0.9474	94.74%
CYP2C9 inhibition	-	0.8579	85.79%
CYP2C19 inhibition	-	0.8572	85.72%
CYP2D6 inhibition	-	0.9505	95.05%
CYP1A2 inhibition	-	0.9122	91.22%
CYP2C8 inhibition	+	0.4546	45.46%
CYP inhibitory promiscuity	-	0.9632	96.32%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6416	64.16%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9536	95.36%
Skin irritation	-	0.7052	70.52%
Skin corrosion	-	0.9482	94.82%
Ames mutagenesis	-	0.7854	78.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4462	44.62%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5649	56.49%
skin sensitisation	-	0.9225	92.25%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.6036	60.36%
Acute Oral Toxicity (c)	I	0.7071	70.71%
Estrogen receptor binding	+	0.5338	53.38%
Androgen receptor binding	+	0.5987	59.87%
Thyroid receptor binding	+	0.6874	68.74%
Glucocorticoid receptor binding	+	0.5569	55.69%
Aromatase binding	+	0.7398	73.98%
PPAR gamma	+	0.6007	60.07%
Honey bee toxicity	-	0.6396	63.96%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8283	82.83%

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	98.49%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.77%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.99%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.04%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.36%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	93.33%	97.79%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	89.99%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	89.69%	95.93%
CHEMBL259	P32245	Melanocortin receptor 4	89.58%	95.38%
CHEMBL1871	P10275	Androgen Receptor	88.48%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.42%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.05%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.41%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.59%	95.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.94%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.54%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.27%	92.62%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.17%	89.05%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.02%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.85%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.23%	86.92%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.65%	100.00%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	80.57%	97.86%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.20%	97.14%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	80.19%	92.50%

Plants that contains it

• Apium graveolens

Cross-Links

• PubChem: 641743
• LOTUS: LTS0251140
• wikiData: Q105262430