(1R,2S,6R,7S,8S,10S,11R,14R,15R,18R)-20-hydroxy-7,8,14,15,19,19-hexamethyl-10-[(Z)-2-methylbut-2-enoyl]oxy-3-oxo-21-oxahexacyclo[18.2.2.01,18.02,15.05,14.06,11]tetracos-4-ene-11-carboxylic acid

Details

• Internal ID: eab05897-2794-4b3a-9727-53f433a3f693
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R,2S,6R,7S,8S,10S,11R,14R,15R,18R)-20-hydroxy-7,8,14,15,19,19-hexamethyl-10-[(Z)-2-methylbut-2-enoyl]oxy-3-oxo-21-oxahexacyclo[18.2.2.01,18.02,15.05,14.06,11]tetracos-4-ene-11-carboxylic acid
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(C(C2C1(CCC3(C2=CC(=O)C4C3(CCC5C46CCC(C5(C)C)(OC6)O)C)C)C(=O)O)C)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@H]1C[C@@H]([C@@H]([C@H]2[C@@]1(CC[C@]3(C2=CC(=O)[C@H]4[C@]3(CC[C@@H]5[C@]46CCC(C5(C)C)(OC6)O)C)C)C(=O)O)C)C
• InChI: InChI=1S/C35H50O7/c1-9-19(2)28(37)42-25-16-20(3)21(4)26-22-17-23(36)27-32(8,31(22,7)12-14-34(25,26)29(38)39)11-10-24-30(5,6)35(40)15-13-33(24,27)18-41-35/h9,17,20-21,24-27,40H,10-16,18H2,1-8H3,(H,38,39)/b19-9-/t20-,21-,24-,25-,26+,27-,31-,32+,33+,34-,35?/m0/s1
• InChI Key: WQBROYJPEROJLE-HEWWKXKUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₀O₇
• Molecular Weight: 582.80 g/mol
• Exact Mass: 582.35565393 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 6.09
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9788	97.88%
Caco-2	-	0.7176	71.76%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.9030	90.30%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.7346	73.46%
OATP1B3 inhibitior	+	0.8777	87.77%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.5683	56.83%
BSEP inhibitior	+	0.9881	98.81%
P-glycoprotein inhibitior	+	0.7762	77.62%
P-glycoprotein substrate	+	0.5621	56.21%
CYP3A4 substrate	+	0.7051	70.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8917	89.17%
CYP3A4 inhibition	-	0.7090	70.90%
CYP2C9 inhibition	-	0.8284	82.84%
CYP2C19 inhibition	-	0.9082	90.82%
CYP2D6 inhibition	-	0.9448	94.48%
CYP1A2 inhibition	-	0.6231	62.31%
CYP2C8 inhibition	+	0.7036	70.36%
CYP inhibitory promiscuity	-	0.9476	94.76%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6441	64.41%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9161	91.61%
Skin irritation	-	0.5313	53.13%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.6623	66.23%
Human Ether-a-go-go-Related Gene inhibition	+	0.6482	64.82%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5209	52.09%
skin sensitisation	-	0.8250	82.50%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6244	62.44%
Acute Oral Toxicity (c)	III	0.5564	55.64%
Estrogen receptor binding	+	0.7563	75.63%
Androgen receptor binding	+	0.7542	75.42%
Thyroid receptor binding	+	0.6136	61.36%
Glucocorticoid receptor binding	+	0.8553	85.53%
Aromatase binding	+	0.8020	80.20%
PPAR gamma	+	0.7005	70.05%
Honey bee toxicity	-	0.7673	76.73%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9890	98.90%

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	98.44%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.07%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.45%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.37%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.48%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.91%	99.23%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	89.31%	94.78%
CHEMBL340	P08684	Cytochrome P450 3A4	88.85%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.29%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.87%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.28%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.18%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.89%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.10%	92.94%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.87%	82.69%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.48%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.82%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.00%	97.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.34%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.95%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.01%	96.38%

Plants that contains it

• Lantana camara

Cross-Links

• PubChem: 101219683
• NPASS: NPC283636
• LOTUS: LTS0164496
• wikiData: Q105310322