(1R,4R,5S,9R,10S,13S,14R)-14-[(S)-[(1S)-1-[(3S,4aS,6aR,10aR,10bS)-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-3-yl]-2-hydroxyethoxy]-hydroxymethyl]-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

Details

• Internal ID: efb1f82b-e97e-45d8-918b-bdc0d9f74b93
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R,4R,5S,9R,10S,13S,14R)-14-[(S)-[(1S)-1-[(3S,4aS,6aR,10aR,10bS)-3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-3-yl]-2-hydroxyethoxy]-hydroxymethyl]-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
• InChI: InChI=1S/C40H66O6/c1-34(2)15-8-16-35(3)27(34)12-19-38(6)29(35)13-20-39(7,46-38)31(24-41)45-32(42)26-23-40-21-14-28-36(4,30(40)11-10-25(26)22-40)17-9-18-37(28,5)33(43)44/h25-32,41-42H,8-24H2,1-7H3,(H,43,44)/t25-,26+,27+,28+,29-,30+,31-,32-,35+,36-,37-,38-,39-,40+/m0/s1
• InChI Key: PVLOUGYIKGYSGF-ONJXFMAESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₆O₆
• Molecular Weight: 642.90 g/mol
• Exact Mass: 642.48593982 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 9.30
• Atomic LogP (AlogP): 8.37
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9132	91.32%
Caco-2	-	0.8086	80.86%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7333	73.33%
OATP2B1 inhibitior	-	0.5637	56.37%
OATP1B1 inhibitior	+	0.8637	86.37%
OATP1B3 inhibitior	+	0.8922	89.22%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6231	62.31%
P-glycoprotein inhibitior	+	0.7156	71.56%
P-glycoprotein substrate	-	0.6101	61.01%
CYP3A4 substrate	+	0.7003	70.03%
CYP2C9 substrate	-	0.6076	60.76%
CYP2D6 substrate	-	0.8572	85.72%
CYP3A4 inhibition	-	0.8949	89.49%
CYP2C9 inhibition	-	0.6185	61.85%
CYP2C19 inhibition	-	0.7675	76.75%
CYP2D6 inhibition	-	0.9448	94.48%
CYP1A2 inhibition	-	0.7414	74.14%
CYP2C8 inhibition	+	0.5801	58.01%
CYP inhibitory promiscuity	-	0.8383	83.83%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.7057	70.57%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.9192	91.92%
Skin irritation	-	0.8138	81.38%
Skin corrosion	-	0.9679	96.79%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5246	52.46%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7446	74.46%
skin sensitisation	-	0.8765	87.65%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5401	54.01%
Acute Oral Toxicity (c)	III	0.5548	55.48%
Estrogen receptor binding	+	0.6311	63.11%
Androgen receptor binding	+	0.6850	68.50%
Thyroid receptor binding	-	0.5543	55.43%
Glucocorticoid receptor binding	+	0.5772	57.72%
Aromatase binding	+	0.6466	64.66%
PPAR gamma	+	0.5958	59.58%
Honey bee toxicity	-	0.7697	76.97%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9058	90.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.58%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	97.23%	83.82%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.88%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.98%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.46%	91.11%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.53%	95.58%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.32%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.64%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.31%	96.61%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	86.20%	96.09%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	85.13%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.59%	91.19%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.14%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.76%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.17%	95.89%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.63%	95.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.73%	92.62%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.75%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.49%	95.71%
CHEMBL2581	P07339	Cathepsin D	80.25%	98.95%

Plants that contains it

• Xenophyllum ciliolatum

Cross-Links

• PubChem: 162938567
• LOTUS: LTS0086716
• wikiData: Q105215501