(2S,3S,4R,5R)-6-[(11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-3-yl)oxy]-3-[(2R,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy-4,5-dihydroxy-2,3,4,5-tetrahydropyran-1-ium-2-carboxylic acid

Details

• Internal ID: 2e4bae8b-83f3-43ae-9a4c-950db8330b64
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3S,4R,5R)-6-[(11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-3-yl)oxy]-3-[(2R,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy-4,5-dihydroxy-2,3,4,5-tetrahydropyran-1-ium-2-carboxylic acid
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1OC4=[O+]C(C(C(C4O)O)OC5C(C(C(C(O5)C(=O)O)O)O)O)C(=O)O)C)C(=O)C=C6C3(CCC7(C6CC(CC7)(C)C(=O)O)C)C)C)C
• SMILES (Isomeric): CC1(C2CCC3(C(C2(CCC1OC4=[O+][C@@H]([C@H]([C@@H]([C@H]4O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(=O)O)O)O)O)C(=O)O)C)C(=O)C=C6C3(CCC7(C6CC(CC7)(C)C(=O)O)C)C)C)C
• InChI: InChI=1S/C42H60O16/c1-37(2)21-8-11-42(7)31(20(43)16-18-19-17-39(4,36(53)54)13-12-38(19,3)14-15-41(18,42)6)40(21,5)10-9-22(37)55-34-27(48)25(46)28(30(58-34)33(51)52)56-35-26(47)23(44)24(45)29(57-35)32(49)50/h16,19,21-31,35,44-48H,8-15,17H2,1-7H3,(H2-,49,50,51,52,53,54)/p+1/t19?,21?,22?,23-,24-,25+,26+,27+,28-,29-,30-,31?,35+,38?,39?,40?,41?,42?/m0/s1
• InChI Key: PFOWZHHJGPFJOO-AXWGKNCXSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₁O₁₆+
• Molecular Weight: 821.90 g/mol
• Exact Mass: 821.39596085 g/mol
• Topological Polar Surface Area (TPSA): 259.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6843	68.43%
Caco-2	-	0.8734	87.34%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7977	79.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3815	38.15%
OATP1B3 inhibitior	-	0.3535	35.35%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6929	69.29%
BSEP inhibitior	+	0.6047	60.47%
P-glycoprotein inhibitior	+	0.7547	75.47%
P-glycoprotein substrate	-	0.5908	59.08%
CYP3A4 substrate	+	0.7312	73.12%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	-	0.8868	88.68%
CYP3A4 inhibition	-	0.8651	86.51%
CYP2C9 inhibition	-	0.8574	85.74%
CYP2C19 inhibition	-	0.8938	89.38%
CYP2D6 inhibition	-	0.9339	93.39%
CYP1A2 inhibition	-	0.8211	82.11%
CYP2C8 inhibition	+	0.7336	73.36%
CYP inhibitory promiscuity	-	0.9619	96.19%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6033	60.33%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9073	90.73%
Skin irritation	-	0.5584	55.84%
Skin corrosion	-	0.9211	92.11%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4132	41.32%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.6283	62.83%
skin sensitisation	-	0.8243	82.43%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6257	62.57%
Acute Oral Toxicity (c)	IV	0.5470	54.70%
Estrogen receptor binding	+	0.7755	77.55%
Androgen receptor binding	+	0.7365	73.65%
Thyroid receptor binding	-	0.6289	62.89%
Glucocorticoid receptor binding	+	0.7273	72.73%
Aromatase binding	+	0.6829	68.29%
PPAR gamma	+	0.7791	77.91%
Honey bee toxicity	-	0.6881	68.81%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9884	98.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	99.10%	94.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.33%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.27%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.04%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.58%	95.89%
CHEMBL2581	P07339	Cathepsin D	89.50%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.34%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	87.59%	91.49%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.50%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.35%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	86.80%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.39%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.68%	97.36%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.44%	97.14%
CHEMBL5255	O00206	Toll-like receptor 4	82.28%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.69%	99.23%

Plants that contains it

• Abrus precatorius
• Glycyrrhiza aspera
• Glycyrrhiza glabra
• Glycyrrhiza uralensis

Cross-Links

• PubChem: 11968520
• NPASS: NPC76446