(1S,4S,9R,12S,13R,16R,17R)-17-(hydroxymethyl)-12-methyl-17-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadec-5-en-7-one

Details

• Internal ID: 2c1f3580-26c1-4a27-871e-6f1ea0d9d30c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: (1S,4S,9R,12S,13R,16R,17R)-17-(hydroxymethyl)-12-methyl-17-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadec-5-en-7-one
• SMILES (Canonical): CC12CCC3C(=CC(=O)O3)C1CCC45C2CCC(C4)C(C5)(CO)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)O)O)O)O
• SMILES (Isomeric): C[C@@]12CC[C@@H]3C(=CC(=O)O3)[C@H]1CC[C@]45[C@H]2CC[C@H](C4)[C@](C5)(CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O
• InChI: InChI=1S/C32H48O14/c1-30-6-5-17-15(8-21(35)43-17)16(30)4-7-31-9-14(2-3-20(30)31)32(12-31,13-34)46-29-27(41)25(39)23(37)19(45-29)11-42-28-26(40)24(38)22(36)18(10-33)44-28/h8,14,16-20,22-29,33-34,36-41H,2-7,9-13H2,1H3/t14-,16-,17-,18-,19-,20+,22-,23-,24+,25+,26-,27-,28-,29+,30-,31+,32+/m1/s1
• InChI Key: NXJZDARFLHVZHG-QPWHZZDRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₈O₁₄
• Molecular Weight: 656.70 g/mol
• Exact Mass: 656.30440620 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -1.77
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8040	80.40%
Caco-2	-	0.8921	89.21%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8219	82.19%
OATP2B1 inhibitior	-	0.7297	72.97%
OATP1B1 inhibitior	+	0.8655	86.55%
OATP1B3 inhibitior	+	0.9009	90.09%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7306	73.06%
P-glycoprotein inhibitior	+	0.6092	60.92%
P-glycoprotein substrate	-	0.6086	60.86%
CYP3A4 substrate	+	0.7067	70.67%
CYP2C9 substrate	-	0.8085	80.85%
CYP2D6 substrate	-	0.8884	88.84%
CYP3A4 inhibition	-	0.9710	97.10%
CYP2C9 inhibition	-	0.8835	88.35%
CYP2C19 inhibition	-	0.8570	85.70%
CYP2D6 inhibition	-	0.9232	92.32%
CYP1A2 inhibition	-	0.8313	83.13%
CYP2C8 inhibition	+	0.4514	45.14%
CYP inhibitory promiscuity	-	0.8961	89.61%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5709	57.09%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9254	92.54%
Skin irritation	-	0.6145	61.45%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8638	86.38%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.9038	90.38%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7065	70.65%
Acute Oral Toxicity (c)	III	0.4834	48.34%
Estrogen receptor binding	+	0.7576	75.76%
Androgen receptor binding	+	0.6734	67.34%
Thyroid receptor binding	-	0.6063	60.63%
Glucocorticoid receptor binding	-	0.5254	52.54%
Aromatase binding	+	0.6481	64.81%
PPAR gamma	+	0.5568	55.68%
Honey bee toxicity	-	0.7686	76.86%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.9610	96.10%

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	98.36%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.83%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.90%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.77%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.23%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	90.60%	90.17%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.54%	96.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.97%	95.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	89.65%	83.57%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.24%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.69%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.31%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	85.27%	94.75%
CHEMBL5255	O00206	Toll-like receptor 4	83.65%	92.50%
CHEMBL2581	P07339	Cathepsin D	83.17%	98.95%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.70%	95.83%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.36%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.31%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.18%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.79%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.08%	93.04%

Plants that contains it

• Diplospora dubia

Cross-Links

• PubChem: 20056362
• LOTUS: LTS0043829
• wikiData: Q105187225