(1R,2R,4aS,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-1,11-dihydroxy-1,2,6a,6b,9,12a-hexamethyl-10-sulfooxy-9-(sulfooxymethyl)-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

Details

• Internal ID: 349eed5f-0ca7-404a-92a8-16c3d1f88bf4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R,2R,4aS,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-1,11-dihydroxy-1,2,6a,6b,9,12a-hexamethyl-10-sulfooxy-9-(sulfooxymethyl)-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)COS(=O)(=O)O)OS(=O)(=O)O)O)C)C)C2C1(C)O)C)C(=O)O
• SMILES (Isomeric): C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(C[C@H]([C@@H]([C@@]5(C)COS(=O)(=O)O)OS(=O)(=O)O)O)C)C)[C@@H]2[C@]1(C)O)C)C(=O)O
• InChI: InChI=1S/C30H48O12S2/c1-17-9-12-30(24(32)33)14-13-27(4)18(22(30)29(17,6)34)7-8-21-25(2)15-19(31)23(42-44(38,39)40)26(3,16-41-43(35,36)37)20(25)10-11-28(21,27)5/h7,17,19-23,31,34H,8-16H2,1-6H3,(H,32,33)(H,35,36,37)(H,38,39,40)/t17-,19-,20-,21-,22-,23+,25+,26+,27-,28-,29-,30+/m1/s1
• InChI Key: IYDFTWZTXDDZLY-NIZSJLHKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₁₂S₂
• Molecular Weight: 664.80 g/mol
• Exact Mass: 664.25871931 g/mol
• Topological Polar Surface Area (TPSA): 222.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.80
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9689	96.89%
Caco-2	-	0.8151	81.51%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5871	58.71%
OATP2B1 inhibitior	-	0.5694	56.94%
OATP1B1 inhibitior	+	0.8591	85.91%
OATP1B3 inhibitior	+	0.9219	92.19%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7640	76.40%
BSEP inhibitior	+	0.7814	78.14%
P-glycoprotein inhibitior	+	0.6906	69.06%
P-glycoprotein substrate	+	0.5191	51.91%
CYP3A4 substrate	+	0.6882	68.82%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.8643	86.43%
CYP3A4 inhibition	-	0.9150	91.50%
CYP2C9 inhibition	-	0.8116	81.16%
CYP2C19 inhibition	-	0.7842	78.42%
CYP2D6 inhibition	-	0.8782	87.82%
CYP1A2 inhibition	-	0.7968	79.68%
CYP2C8 inhibition	+	0.6365	63.65%
CYP inhibitory promiscuity	-	0.8822	88.22%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.5100	51.00%
Carcinogenicity (trinary)	Non-required	0.6180	61.80%
Eye corrosion	-	0.9788	97.88%
Eye irritation	-	0.9199	91.99%
Skin irritation	-	0.7442	74.42%
Skin corrosion	-	0.8910	89.10%
Ames mutagenesis	-	0.7770	77.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4007	40.07%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8432	84.32%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5594	55.94%
Acute Oral Toxicity (c)	III	0.6145	61.45%
Estrogen receptor binding	+	0.6582	65.82%
Androgen receptor binding	+	0.7480	74.80%
Thyroid receptor binding	-	0.5379	53.79%
Glucocorticoid receptor binding	+	0.6887	68.87%
Aromatase binding	+	0.6437	64.37%
PPAR gamma	+	0.6266	62.66%
Honey bee toxicity	-	0.7810	78.10%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.92%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.67%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.12%	95.17%
CHEMBL340	P08684	Cytochrome P450 3A4	91.31%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.40%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.58%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.54%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.32%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.93%	82.69%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.22%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.49%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.40%	95.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.32%	96.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.00%	91.07%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.68%	92.94%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.30%	93.03%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.12%	96.90%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.84%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	81.87%	90.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.17%	97.21%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.35%	93.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.30%	97.25%

Plants that contains it

• Melissa officinalis

Cross-Links

• PubChem: 24763321
• LOTUS: LTS0157670
• wikiData: Q105122678