(2S,3S)-3-Hydroxy-2-methylbutanoic acid (2R,3aalpha,4abeta)-2beta,3alpha,8alpha,11beta,11abeta-pentahydroxy-1,1,8-trimethyl-4-methylenetetradecahydro-7alpha,9aalpha-methano-9aH-cyclopenta[b]heptalene-12beta-yl ester

Details

• Internal ID: b81b2b5e-84ec-46eb-9bd5-dc601731d342
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
• IUPAC Name: [(1S,3R,4R,6R,7R,8R,10S,13R,14R,16R)-3,4,6,7,14-pentahydroxy-5,5,14-trimethyl-9-methylidene-16-tetracyclo[11.2.1.01,10.04,8]hexadecanyl] (2S,3S)-3-hydroxy-2-methylbutanoate
• SMILES (Canonical): CC(C(C)O)C(=O)OC1C2CCC3C1(CC(C4(C(C3=C)C(C(C4(C)C)O)O)O)O)CC2(C)O
• SMILES (Isomeric): C[C@@H]([C@H](C)O)C(=O)O[C@@H]1[C@H]2CC[C@@H]3[C@]1(C[C@H]([C@]4([C@H](C3=C)[C@H]([C@@H](C4(C)C)O)O)O)O)C[C@@]2(C)O
• InChI: InChI=1S/C25H40O8/c1-11(13(3)26)21(30)33-20-15-8-7-14-12(2)17-18(28)19(29)22(4,5)25(17,32)16(27)9-24(14,20)10-23(15,6)31/h11,13-20,26-29,31-32H,2,7-10H2,1,3-6H3/t11-,13-,14-,15+,16+,17+,18+,19-,20+,23+,24-,25+/m0/s1
• InChI Key: WZAGICLCYMETRE-XDOQLPEYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₀O₈
• Molecular Weight: 468.60 g/mol
• Exact Mass: 468.27231823 g/mol
• Topological Polar Surface Area (TPSA): 148.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.51
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9619	96.19%
Caco-2	-	0.7244	72.44%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7148	71.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9005	90.05%
OATP1B3 inhibitior	-	0.2595	25.95%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7321	73.21%
BSEP inhibitior	-	0.8679	86.79%
P-glycoprotein inhibitior	-	0.7107	71.07%
P-glycoprotein substrate	-	0.5898	58.98%
CYP3A4 substrate	+	0.6851	68.51%
CYP2C9 substrate	-	0.8070	80.70%
CYP2D6 substrate	-	0.8575	85.75%
CYP3A4 inhibition	-	0.8280	82.80%
CYP2C9 inhibition	+	0.5779	57.79%
CYP2C19 inhibition	-	0.5798	57.98%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.6558	65.58%
CYP2C8 inhibition	-	0.6207	62.07%
CYP inhibitory promiscuity	-	0.9513	95.13%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6579	65.79%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9304	93.04%
Skin irritation	+	0.5611	56.11%
Skin corrosion	-	0.9365	93.65%
Ames mutagenesis	-	0.6529	65.29%
Human Ether-a-go-go-Related Gene inhibition	-	0.4619	46.19%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5051	50.51%
skin sensitisation	-	0.7297	72.97%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6162	61.62%
Acute Oral Toxicity (c)	I	0.3771	37.71%
Estrogen receptor binding	+	0.7769	77.69%
Androgen receptor binding	+	0.6870	68.70%
Thyroid receptor binding	+	0.5937	59.37%
Glucocorticoid receptor binding	+	0.6529	65.29%
Aromatase binding	+	0.6457	64.57%
PPAR gamma	+	0.5248	52.48%
Honey bee toxicity	-	0.6872	68.72%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6550	65.50%
Fish aquatic toxicity	+	0.9952	99.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.77%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.59%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	92.87%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.83%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.92%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.45%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.87%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.18%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.77%	95.89%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.51%	82.50%
CHEMBL2179	P04062	Beta-glucocerebrosidase	86.06%	85.31%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.71%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.12%	94.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.58%	97.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.49%	91.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.14%	93.03%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	83.80%	92.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.50%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.03%	91.19%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.65%	96.47%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.14%	91.07%
CHEMBL5255	O00206	Toll-like receptor 4	81.00%	92.50%
CHEMBL4208	P20618	Proteasome component C5	80.31%	90.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.19%	95.71%

Plants that contains it

• Craibiodendron henryi

Cross-Links

• PubChem: 11511102
• LOTUS: LTS0035390
• wikiData: Q105322894