(2R,3R,4S,5S,6R)-2-[[(1R,1aR,4S,4aS,7R,7aS,7bS)-4-hydroxy-1-(hydroxymethyl)-1,7-dimethyl-2,3,4a,5,6,7,7a,7b-octahydro-1aH-cyclopropa[e]azulen-4-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 054e4d8b-435d-4b2b-bbe6-02e6a8e1eb4f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(1R,1aR,4S,4aS,7R,7aS,7bS)-4-hydroxy-1-(hydroxymethyl)-1,7-dimethyl-2,3,4a,5,6,7,7a,7b-octahydro-1aH-cyclopropa[e]azulen-4-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2C1C3C(C3(C)CO)CCC2(COC4C(C(C(C(O4)CO)O)O)O)O
• SMILES (Isomeric): C[C@@H]1CC[C@H]2[C@@H]1[C@H]3[C@H]([C@@]3(C)CO)CC[C@]2(CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
• InChI: InChI=1S/C21H36O8/c1-10-3-4-11-14(10)15-12(20(15,2)8-23)5-6-21(11,27)9-28-19-18(26)17(25)16(24)13(7-22)29-19/h10-19,22-27H,3-9H2,1-2H3/t10-,11+,12-,13-,14-,15-,16-,17+,18-,19-,20-,21-/m1/s1
• InChI Key: MLLIKADUPHWUDA-ULCGBSGMSA-N
• Popularity: 1 reference 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): 140.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.77
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5129	51.29%
Caco-2	-	0.8255	82.55%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5449	54.49%
OATP2B1 inhibitior	-	0.7259	72.59%
OATP1B1 inhibitior	+	0.8809	88.09%
OATP1B3 inhibitior	+	0.9499	94.99%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9227	92.27%
P-glycoprotein inhibitior	-	0.8221	82.21%
P-glycoprotein substrate	-	0.8450	84.50%
CYP3A4 substrate	+	0.6775	67.75%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.8352	83.52%
CYP3A4 inhibition	-	0.9363	93.63%
CYP2C9 inhibition	-	0.7992	79.92%
CYP2C19 inhibition	-	0.7763	77.63%
CYP2D6 inhibition	-	0.9480	94.80%
CYP1A2 inhibition	-	0.8297	82.97%
CYP2C8 inhibition	+	0.4474	44.74%
CYP inhibitory promiscuity	-	0.9680	96.80%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7185	71.85%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9519	95.19%
Skin irritation	-	0.7186	71.86%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.8407	84.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.6468	64.68%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6550	65.50%
skin sensitisation	-	0.9065	90.65%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8122	81.22%
Acute Oral Toxicity (c)	I	0.4511	45.11%
Estrogen receptor binding	+	0.6113	61.13%
Androgen receptor binding	+	0.6196	61.96%
Thyroid receptor binding	+	0.6033	60.33%
Glucocorticoid receptor binding	+	0.6080	60.80%
Aromatase binding	+	0.7513	75.13%
PPAR gamma	-	0.5409	54.09%
Honey bee toxicity	-	0.7407	74.07%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.6472	64.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.18%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.95%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.22%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.41%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.52%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	93.91%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.91%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.74%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.14%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.58%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.02%	98.95%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	84.93%	100.00%
CHEMBL233	P35372	Mu opioid receptor	84.89%	97.93%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.83%	89.05%
CHEMBL2996	Q05655	Protein kinase C delta	84.49%	97.79%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.42%	95.50%
CHEMBL237	P41145	Kappa opioid receptor	83.41%	98.10%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.63%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.34%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.11%	93.04%
CHEMBL5255	O00206	Toll-like receptor 4	81.92%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.46%	96.77%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.14%	92.78%
CHEMBL204	P00734	Thrombin	80.12%	96.01%

Plants that contains it

• Corydalis conspersa
• Dendrobium moniliforme
• Dendrobium nobile
• Gynochthodes parvifolia
• Ligustrum ovalifolium
• Mespilus germanica
• Mikania luetzelburgii
• Pittosporum brevicalyx
• Sideritis grandiflora
• Solanum euacanthum
• Ungernia victoris

Cross-Links

• PubChem: 10341857
• NPASS: NPC169782
• LOTUS: LTS0189874
• wikiData: Q105166804