[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl] (1R,2R,4aS,6aS,6aS,6bR,8aR,9R,10R,11R,12S,12aR,14bS)-1,10,11,12-tetrahydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 63142e42-23af-4860-87e0-6d4d1f10333d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl] (1R,2R,4aS,6aS,6aS,6bR,8aR,9R,10R,11R,12S,12aR,14bS)-1,10,11,12-tetrahydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(C(C(C(C5(C)CO)O)O)O)C)C)C2C1(C)O)C)C(=O)OC6C(C(C(CO6)O)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@@H]([C@H]([C@@H]([C@@]5(C)CO)O)O)O)C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O
• InChI: InChI=1S/C35H56O11/c1-17-9-12-35(29(43)46-28-23(39)22(38)19(37)15-45-28)14-13-31(3)18(25(35)34(17,6)44)7-8-21-32(31,4)11-10-20-30(2,16-36)26(41)24(40)27(42)33(20,21)5/h7,17,19-28,36-42,44H,8-16H2,1-6H3/t17-,19-,20+,21+,22+,23-,24+,25-,26+,27-,28+,30+,31-,32-,33+,34-,35+/m1/s1
• InChI Key: RYBMKXMPPRZWKJ-UAVUKCRASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₆O₁₁
• Molecular Weight: 652.80 g/mol
• Exact Mass: 652.38226260 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.02
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7816	78.16%
Caco-2	-	0.8295	82.95%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8204	82.04%
OATP2B1 inhibitior	-	0.7205	72.05%
OATP1B1 inhibitior	+	0.8638	86.38%
OATP1B3 inhibitior	-	0.3793	37.93%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	-	0.4724	47.24%
P-glycoprotein inhibitior	+	0.6714	67.14%
P-glycoprotein substrate	-	0.5235	52.35%
CYP3A4 substrate	+	0.7099	70.99%
CYP2C9 substrate	-	0.7922	79.22%
CYP2D6 substrate	-	0.8522	85.22%
CYP3A4 inhibition	-	0.8962	89.62%
CYP2C9 inhibition	-	0.9176	91.76%
CYP2C19 inhibition	-	0.8899	88.99%
CYP2D6 inhibition	-	0.9428	94.28%
CYP1A2 inhibition	-	0.8393	83.93%
CYP2C8 inhibition	+	0.5894	58.94%
CYP inhibitory promiscuity	-	0.9592	95.92%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6960	69.60%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9225	92.25%
Skin irritation	-	0.5684	56.84%
Skin corrosion	-	0.9512	95.12%
Ames mutagenesis	-	0.5970	59.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6615	66.15%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7624	76.24%
skin sensitisation	-	0.9134	91.34%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8169	81.69%
Acute Oral Toxicity (c)	III	0.7112	71.12%
Estrogen receptor binding	+	0.6373	63.73%
Androgen receptor binding	+	0.7419	74.19%
Thyroid receptor binding	-	0.5324	53.24%
Glucocorticoid receptor binding	+	0.6739	67.39%
Aromatase binding	+	0.6438	64.38%
PPAR gamma	+	0.6446	64.46%
Honey bee toxicity	-	0.7757	77.57%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5350	53.50%
Fish aquatic toxicity	+	0.9323	93.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.15%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.67%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.61%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.30%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.62%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.54%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.15%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.15%	82.69%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.18%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.94%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.38%	92.94%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.11%	96.90%
CHEMBL5028	O14672	ADAM10	80.04%	97.50%

Plants that contains it

• Centipeda minima

Cross-Links

• PubChem: 162843379
• LOTUS: LTS0009709
• wikiData: Q105247443