[(2R,3S,4S,5R,6R)-6-[[(2S,4R,4aS,6aR,8S,10aS,10bS)-4-hydroxy-7,7,10a-trimethyl-2-(5-oxo-2H-furan-3-yl)-2,4,4a,5,6,6a,8,9,10,10b-decahydro-1H-benzo[f]isochromen-8-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl acetate

Details

• Internal ID: fe2dbbea-3f00-4d49-b852-0518c8267345
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [(2R,3S,4S,5R,6R)-6-[[(2S,4R,4aS,6aR,8S,10aS,10bS)-4-hydroxy-7,7,10a-trimethyl-2-(5-oxo-2H-furan-3-yl)-2,4,4a,5,6,6a,8,9,10,10b-decahydro-1H-benzo[f]isochromen-8-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C(C3(C)C)CCC5C4CC(OC5O)C6=CC(=O)OC6)C)COC(=O)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@H]3CC[C@@]4([C@H](C3(C)C)CC[C@H]5[C@@H]4C[C@H](O[C@H]5O)C6=CC(=O)OC6)C)COC(=O)C)O)O)O)O)O
• InChI: InChI=1S/C34H52O15/c1-14-24(37)26(39)28(41)31(45-14)49-29-27(40)25(38)20(13-43-15(2)35)47-32(29)48-22-8-9-34(5)18-11-19(16-10-23(36)44-12-16)46-30(42)17(18)6-7-21(34)33(22,3)4/h10,14,17-22,24-32,37-42H,6-9,11-13H2,1-5H3/t14-,17-,18-,19-,20+,21-,22-,24-,25+,26+,27-,28+,29+,30+,31-,32-,34-/m0/s1
• InChI Key: KBMKNCLATWBFFV-YHGJICKDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₂O₁₅
• Molecular Weight: 700.80 g/mol
• Exact Mass: 700.33062095 g/mol
• Topological Polar Surface Area (TPSA): 220.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.35
• H-Bond Acceptor: 15
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8437	84.37%
Caco-2	-	0.8919	89.19%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8889	88.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8436	84.36%
OATP1B3 inhibitior	+	0.8661	86.61%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7357	73.57%
P-glycoprotein inhibitior	+	0.7084	70.84%
P-glycoprotein substrate	+	0.5312	53.12%
CYP3A4 substrate	+	0.7358	73.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8937	89.37%
CYP3A4 inhibition	-	0.9254	92.54%
CYP2C9 inhibition	-	0.8178	81.78%
CYP2C19 inhibition	-	0.8863	88.63%
CYP2D6 inhibition	-	0.9392	93.92%
CYP1A2 inhibition	-	0.9060	90.60%
CYP2C8 inhibition	+	0.5929	59.29%
CYP inhibitory promiscuity	-	0.8804	88.04%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5696	56.96%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9180	91.80%
Skin irritation	-	0.5992	59.92%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.7437	74.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7440	74.40%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6673	66.73%
skin sensitisation	-	0.9035	90.35%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9389	93.89%
Acute Oral Toxicity (c)	I	0.7082	70.82%
Estrogen receptor binding	+	0.7325	73.25%
Androgen receptor binding	+	0.7230	72.30%
Thyroid receptor binding	-	0.5980	59.80%
Glucocorticoid receptor binding	+	0.6583	65.83%
Aromatase binding	+	0.6699	66.99%
PPAR gamma	+	0.6739	67.39%
Honey bee toxicity	-	0.6007	60.07%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9898	98.98%

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	98.82%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.73%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.40%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.56%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.70%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.51%	97.36%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.38%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.09%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	92.02%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.78%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.74%	89.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.38%	81.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.75%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	85.62%	92.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.59%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.93%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.26%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.62%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.46%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.50%	99.17%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.08%	93.04%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.71%	94.80%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.70%	95.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.49%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.23%	82.69%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163014893
• LOTUS: LTS0244630
• wikiData: Q105138355