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

Details

• Internal ID: 357312a7-d261-4de1-8423-d7b27aae8cf3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: 4-[(2S,4R,4aR,6aR,8S,10aR,10bS)-8-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-7,7,10a-trimethyl-2,4,4a,5,6,6a,8,9,10,10b-decahydro-1H-benzo[f]isochromen-2-yl]-2H-furan-5-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C(C3(C)C)CCC5C4CC(OC5O)C6=CCOC6=O)C)CO)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=CCOC6=O)C)CO)O)O)O)O)O
• InChI: InChI=1S/C32H50O14/c1-13-21(34)23(36)25(38)29(42-13)46-26-24(37)22(35)18(12-33)44-30(26)45-20-7-9-32(4)16-11-17(15-8-10-41-27(15)39)43-28(40)14(16)5-6-19(32)31(20,2)3/h8,13-14,16-26,28-30,33-38,40H,5-7,9-12H2,1-4H3/t13-,14+,16-,17-,18+,19-,20-,21-,22+,23+,24-,25+,26+,28+,29-,30-,32+/m0/s1
• InChI Key: RPQCAISSRKTLEA-INAFKCHASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₀O₁₄
• Molecular Weight: 658.70 g/mol
• Exact Mass: 658.32005626 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.92
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8269	82.69%
Caco-2	-	0.8816	88.16%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8684	86.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8370	83.70%
OATP1B3 inhibitior	+	0.8397	83.97%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8283	82.83%
P-glycoprotein inhibitior	+	0.6527	65.27%
P-glycoprotein substrate	-	0.6496	64.96%
CYP3A4 substrate	+	0.7310	73.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8795	87.95%
CYP3A4 inhibition	-	0.9296	92.96%
CYP2C9 inhibition	-	0.8468	84.68%
CYP2C19 inhibition	-	0.8896	88.96%
CYP2D6 inhibition	-	0.9296	92.96%
CYP1A2 inhibition	-	0.8915	89.15%
CYP2C8 inhibition	+	0.5725	57.25%
CYP inhibitory promiscuity	-	0.8491	84.91%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5939	59.39%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9293	92.93%
Skin irritation	-	0.6198	61.98%
Skin corrosion	-	0.9435	94.35%
Ames mutagenesis	-	0.7991	79.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.8410	84.10%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7923	79.23%
skin sensitisation	-	0.9070	90.70%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8951	89.51%
Acute Oral Toxicity (c)	I	0.6587	65.87%
Estrogen receptor binding	+	0.6978	69.78%
Androgen receptor binding	+	0.7026	70.26%
Thyroid receptor binding	-	0.5818	58.18%
Glucocorticoid receptor binding	+	0.6160	61.60%
Aromatase binding	+	0.6666	66.66%
PPAR gamma	+	0.6637	66.37%
Honey bee toxicity	-	0.6114	61.14%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9738	97.38%

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	98.99%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.46%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.64%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.25%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.77%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.57%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.54%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	91.41%	95.93%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.83%	97.36%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.15%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.57%	100.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	89.45%	83.57%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.73%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.34%	94.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.23%	96.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.13%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.89%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.08%	99.17%

Plants that contains it

• Acacia linarioides
• Anadenanthera colubrina
• Aquilegia viridiflora
• Astragalus kabadianus
• Brombya platynema
• Cerbera odollam
• Cichorium endivia
• Clinopodium gracile
• Coelogyne prolifera
• Daphne arisanensis
• Denhamia disperma
• Guadua angustifolia
• Hedychium coronarium
• Jaborosa leucotricha
• Kiggelaria africana
• Lippia abyssinica
• Lupinus luteus
• Morinda morindoides
• Perymenium jelskii
• Phenax angustifolius
• Potentilla candicans
• Prunus mahaleb
• Rhamnus cathartica
• Rhamnus formosana
• Senecio ruwenzoriensis
• Senna didymobotrya
• Spiraea formosana
• Strychnos elaeocarpa
• Strychnos wallichiana
• Tinadendron noumeanum
• Trichilia havanensis
• Tripterospermum lanceolatum
• Vachellia leucophloea
• Veronica liwanensis
• Viburnum betulifolium

Cross-Links

• PubChem: 25158097
• NPASS: NPC298410
• LOTUS: LTS0053113
• wikiData: Q105242909