[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl] 1,10,11-trihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: c5672d9e-a098-4a00-b18c-87ce3588e14d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 1,10,11-trihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)O)O)C)C)C2C1O)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O)C
• SMILES (Isomeric): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)O)O)C)C)C2C1O)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O)C
• InChI: InChI=1S/C36H58O11/c1-31(2)11-13-36(30(45)47-29-26(42)25(41)24(40)20(16-37)46-29)14-12-34(5)18(23(36)28(31)44)7-8-22-32(3)15-19(39)27(43)33(4,17-38)21(32)9-10-35(22,34)6/h7,19-29,37-44H,8-17H2,1-6H3
• InChI Key: CMZFNIMQBCBHEX-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₈O₁₁
• Molecular Weight: 666.80 g/mol
• Exact Mass: 666.39791266 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 4

Synonyms

• 55306-04-2
• CHEBI:182612

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8280	82.80%
Caco-2	-	0.8452	84.52%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8569	85.69%
OATP2B1 inhibitior	-	0.7232	72.32%
OATP1B1 inhibitior	+	0.8544	85.44%
OATP1B3 inhibitior	-	0.5000	50.00%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	-	0.6661	66.61%
P-glycoprotein inhibitior	+	0.6824	68.24%
P-glycoprotein substrate	-	0.7308	73.08%
CYP3A4 substrate	+	0.7059	70.59%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.8436	84.36%
CYP3A4 inhibition	-	0.8968	89.68%
CYP2C9 inhibition	-	0.8549	85.49%
CYP2C19 inhibition	-	0.8686	86.86%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.8265	82.65%
CYP2C8 inhibition	+	0.6304	63.04%
CYP inhibitory promiscuity	-	0.9540	95.40%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6921	69.21%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9167	91.67%
Skin irritation	-	0.6263	62.63%
Skin corrosion	-	0.9494	94.94%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7586	75.86%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8865	88.65%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.6457	64.57%
Acute Oral Toxicity (c)	III	0.8000	80.00%
Estrogen receptor binding	+	0.6401	64.01%
Androgen receptor binding	+	0.7390	73.90%
Thyroid receptor binding	-	0.5542	55.42%
Glucocorticoid receptor binding	+	0.6783	67.83%
Aromatase binding	+	0.6252	62.52%
PPAR gamma	+	0.6357	63.57%
Honey bee toxicity	-	0.7761	77.61%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6550	65.50%
Fish aquatic toxicity	+	0.9499	94.99%

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	98.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.02%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.29%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.03%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.85%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.11%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.93%	96.77%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.72%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.47%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.18%	95.89%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.89%	94.23%
CHEMBL5255	O00206	Toll-like receptor 4	81.22%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.00%	94.33%
CHEMBL2581	P07339	Cathepsin D	80.87%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.31%	97.36%

Plants that contains it

• Drymonia macrophylla
• Elephantorrhiza goetzei
• Quercus ilex
• Quercus laurifolia
• Rubus ellipticus
• Rudgea viburnoides
• Terminalia ivorensis
• Terminalia tropophylla
• Trachelospermum asiaticum

Cross-Links

• PubChem: 14658049
• LOTUS: LTS0184727
• wikiData: Q103817876