(4aS,6aS,6aS,6bR,8aS,10S,12aR,14bS)-10-[(2R,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6a,6b,9,9,12a-pentamethyl-2-methylidene-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

Details

• Internal ID: eedda8df-ea37-4298-ac4e-9cf99966cd18
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (4aS,6aS,6aS,6bR,8aS,10S,12aR,14bS)-10-[(2R,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6a,6b,9,9,12a-pentamethyl-2-methylidene-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(CO4)O)O)OC5C(C(C(CO5)O)O)O)C)CC=C6C3(CCC7(C6CC(=C)CC7)C(=O)O)C)C)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@H]1CC[C@@]3([C@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(=C)CC5)C(=O)O)C)C)(C)C)O[C@@H]6[C@@H]([C@H]([C@H](CO6)O)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O
• InChI: InChI=1S/C39H60O11/c1-20-9-14-39(34(45)46)16-15-37(5)21(22(39)17-20)7-8-26-36(4)12-11-27(35(2,3)25(36)10-13-38(26,37)6)49-33-31(29(43)24(41)19-48-33)50-32-30(44)28(42)23(40)18-47-32/h7,22-33,40-44H,1,8-19H2,2-6H3,(H,45,46)/t22-,23+,24-,25+,26-,27-,28-,29-,30+,31+,32-,33+,36-,37+,38+,39-/m0/s1
• InChI Key: DEIZWTCTMOWHIZ-DRIPEQOFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₀O₁₁
• Molecular Weight: 704.90 g/mol
• Exact Mass: 704.41356273 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.69
• H-Bond Acceptor: 10
• 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	+	0.8343	83.43%
Caco-2	-	0.8651	86.51%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8367	83.67%
OATP2B1 inhibitior	-	0.8655	86.55%
OATP1B1 inhibitior	+	0.7344	73.44%
OATP1B3 inhibitior	-	0.3119	31.19%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7026	70.26%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.7340	73.40%
P-glycoprotein substrate	-	0.6580	65.80%
CYP3A4 substrate	+	0.7182	71.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.9272	92.72%
CYP2C9 inhibition	-	0.8572	85.72%
CYP2C19 inhibition	-	0.8759	87.59%
CYP2D6 inhibition	-	0.9358	93.58%
CYP1A2 inhibition	-	0.8632	86.32%
CYP2C8 inhibition	+	0.6837	68.37%
CYP inhibitory promiscuity	-	0.9774	97.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6160	61.60%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9178	91.78%
Skin irritation	-	0.5814	58.14%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6418	64.18%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7159	71.59%
skin sensitisation	-	0.8439	84.39%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.7381	73.81%
Acute Oral Toxicity (c)	III	0.6960	69.60%
Estrogen receptor binding	+	0.6999	69.99%
Androgen receptor binding	+	0.7245	72.45%
Thyroid receptor binding	-	0.6113	61.13%
Glucocorticoid receptor binding	+	0.5579	55.79%
Aromatase binding	+	0.6420	64.20%
PPAR gamma	+	0.6478	64.78%
Honey bee toxicity	-	0.7296	72.96%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	+	0.9824	98.24%

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	95.52%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.04%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.72%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.69%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.47%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	86.28%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.06%	94.45%
CHEMBL5028	O14672	ADAM10	85.93%	97.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.38%	96.77%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.28%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.61%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.53%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.32%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.26%	86.33%

Plants that contains it

• Akebia quinata

Cross-Links

• PubChem: 163006690
• LOTUS: LTS0105055
• wikiData: Q104977279