2-[[3-Hydroxy-8a-methyl-4-methylidene-6-[2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-1,2,3,4a,5,6,7,8-octahydronaphthalen-2-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 6c307cd7-16ee-4d73-9149-1781a79334d9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 2-[[3-hydroxy-8a-methyl-4-methylidene-6-[2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-1,2,3,4a,5,6,7,8-octahydronaphthalen-2-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC12CCC(CC1C(=C)C(C(C2)OC3C(C(C(C(O3)CO)O)O)O)O)C(C)(C)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): CC12CCC(CC1C(=C)C(C(C2)OC3C(C(C(C(O3)CO)O)O)O)O)C(C)(C)OC4C(C(C(C(O4)CO)O)O)O
• InChI: InChI=1S/C27H46O13/c1-11-13-7-12(26(2,3)40-25-23(36)21(34)19(32)16(10-29)39-25)5-6-27(13,4)8-14(17(11)30)37-24-22(35)20(33)18(31)15(9-28)38-24/h12-25,28-36H,1,5-10H2,2-4H3
• InChI Key: AASRSGDPYRSOIV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₆O₁₃
• Molecular Weight: 578.60 g/mol
• Exact Mass: 578.29384152 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -2.49
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5599	55.99%
Caco-2	-	0.8833	88.33%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7588	75.88%
OATP2B1 inhibitior	-	0.7260	72.60%
OATP1B1 inhibitior	+	0.8811	88.11%
OATP1B3 inhibitior	-	0.3000	30.00%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9117	91.17%
P-glycoprotein inhibitior	-	0.5111	51.11%
P-glycoprotein substrate	-	0.8032	80.32%
CYP3A4 substrate	+	0.6816	68.16%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9356	93.56%
CYP2C9 inhibition	-	0.8338	83.38%
CYP2C19 inhibition	-	0.8323	83.23%
CYP2D6 inhibition	-	0.9397	93.97%
CYP1A2 inhibition	-	0.8447	84.47%
CYP2C8 inhibition	+	0.4708	47.08%
CYP inhibitory promiscuity	-	0.9303	93.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6860	68.60%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9188	91.88%
Skin irritation	-	0.6656	66.56%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3972	39.72%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8809	88.09%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.7109	71.09%
Acute Oral Toxicity (c)	III	0.6842	68.42%
Estrogen receptor binding	+	0.6413	64.13%
Androgen receptor binding	+	0.6338	63.38%
Thyroid receptor binding	+	0.5326	53.26%
Glucocorticoid receptor binding	-	0.5403	54.03%
Aromatase binding	+	0.6127	61.27%
PPAR gamma	+	0.5850	58.50%
Honey bee toxicity	-	0.7195	71.95%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9676	96.76%

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	98.56%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.59%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.30%	97.09%
CHEMBL1871	P10275	Androgen Receptor	93.45%	96.43%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.03%	96.09%
CHEMBL259	P32245	Melanocortin receptor 4	90.22%	95.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.00%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.63%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.19%	100.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.96%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	85.12%	97.79%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.24%	96.61%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.65%	97.28%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.37%	94.23%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.31%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.01%	92.62%
CHEMBL1977	P11473	Vitamin D receptor	82.91%	99.43%
CHEMBL220	P22303	Acetylcholinesterase	82.68%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.56%	97.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.10%	92.94%
CHEMBL237	P41145	Kappa opioid receptor	80.84%	98.10%

Plants that contains it

• Atractylodes lancea

Cross-Links

• PubChem: 85319839
• LOTUS: LTS0020984
• wikiData: Q104908341