(1S,3R,6S,7S,8S,11S,12S,14R,15S,16R)-6-(dimethylamino)-15-[(1S)-1-(dimethylamino)ethyl]-7,12,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadec-9-en-14-ol

Details

• Internal ID: 6e71feaf-2de5-4e63-98a0-dd4e9afe1c8c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,3R,6S,7S,8S,11S,12S,14R,15S,16R)-6-(dimethylamino)-15-[(1S)-1-(dimethylamino)ethyl]-7,12,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadec-9-en-14-ol
• InChI: InChI=1S/C27H46N2O/c1-17-19-9-10-22-25(4)15-21(30)23(18(2)28(5)6)24(25,3)13-14-27(22)16-26(19,27)12-11-20(17)29(7)8/h9-10,17-23,30H,11-16H2,1-8H3/t17-,18-,19-,20-,21+,22-,23-,24+,25-,26+,27-/m0/s1
• InChI Key: SZDAYVWJPZICBE-KNWQDMBOSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₆N₂O
• Molecular Weight: 414.70 g/mol
• Exact Mass: 414.361014095 g/mol
• Topological Polar Surface Area (TPSA): 26.70 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.66
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9729	97.29%
Caco-2	+	0.5318	53.18%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.4466	44.66%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.8854	88.54%
OATP1B3 inhibitior	+	0.9370	93.70%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.5448	54.48%
P-glycoprotein inhibitior	-	0.6817	68.17%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6506	65.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4814	48.14%
CYP3A4 inhibition	-	0.6875	68.75%
CYP2C9 inhibition	-	0.7164	71.64%
CYP2C19 inhibition	-	0.7791	77.91%
CYP2D6 inhibition	-	0.7881	78.81%
CYP1A2 inhibition	-	0.7074	70.74%
CYP2C8 inhibition	-	0.8220	82.20%
CYP inhibitory promiscuity	-	0.8028	80.28%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5470	54.70%
Eye corrosion	-	0.9776	97.76%
Eye irritation	-	0.9618	96.18%
Skin irritation	-	0.6556	65.56%
Skin corrosion	-	0.8106	81.06%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7127	71.27%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5107	51.07%
skin sensitisation	-	0.7852	78.52%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7652	76.52%
Acute Oral Toxicity (c)	III	0.5523	55.23%
Estrogen receptor binding	+	0.8066	80.66%
Androgen receptor binding	+	0.7079	70.79%
Thyroid receptor binding	+	0.6672	66.72%
Glucocorticoid receptor binding	+	0.5723	57.23%
Aromatase binding	+	0.6373	63.73%
PPAR gamma	-	0.5141	51.41%
Honey bee toxicity	-	0.7566	75.66%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8960	89.60%

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	97.76%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.59%	97.25%
CHEMBL204	P00734	Thrombin	91.88%	96.01%
CHEMBL3837	P07711	Cathepsin L	90.95%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.83%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.59%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	86.30%	98.10%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.89%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.32%	97.09%
CHEMBL2581	P07339	Cathepsin D	84.26%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.18%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	80.73%	94.75%
CHEMBL5646	Q6L5J4	FML2_HUMAN	80.39%	100.00%

Plants that contains it

• Buxus sempervirens

Cross-Links

• PubChem: 101603238
• LOTUS: LTS0275624
• wikiData: Q105264023