5-[7-(5a,5b,8,8,10,11a,13b-Heptamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-3-yl)-2,3,4-trihydroxyoctoxy]-4-amino-1-(hydroxymethyl)cyclopentane-1,2,3-triol

Details

• Internal ID: 5ec2510e-9c7c-4ce2-944f-bbb0f68cdd0c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Hopanoids > Bacteriohopanoids
• IUPAC Name: 5-[7-(5a,5b,8,8,10,11a,13b-heptamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-3-yl)-2,3,4-trihydroxyoctoxy]-4-amino-1-(hydroxymethyl)cyclopentane-1,2,3-triol
• SMILES (Canonical): CC1CC(C2CCC3(C(C2(C1)C)CCC4C3(CCC5C4(CCC5C(C)CCC(C(C(COC6C(C(C(C6(CO)O)O)O)N)O)O)O)C)C)C)(C)C
• SMILES (Isomeric): CC1CC(C2CCC3(C(C2(C1)C)CCC4C3(CCC5C4(CCC5C(C)CCC(C(C(COC6C(C(C(C6(CO)O)O)O)N)O)O)O)C)C)C)(C)C
• InChI: InChI=1S/C42H75NO8/c1-23-19-37(3,4)29-15-18-41(8)31(39(29,6)20-23)12-11-30-38(5)16-13-25(26(38)14-17-40(30,41)7)24(2)9-10-27(45)33(47)28(46)21-51-36-32(43)34(48)35(49)42(36,50)22-44/h23-36,44-50H,9-22,43H2,1-8H3
• InChI Key: BROCRGCBAMKBLT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₅NO₈
• Molecular Weight: 722.00 g/mol
• Exact Mass: 721.54926835 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 4.39
• H-Bond Acceptor: 9
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7850	78.50%
Caco-2	-	0.8669	86.69%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.6027	60.27%
OATP2B1 inhibitior	-	0.7205	72.05%
OATP1B1 inhibitior	+	0.8781	87.81%
OATP1B3 inhibitior	+	0.9298	92.98%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6791	67.91%
BSEP inhibitior	-	0.9132	91.32%
P-glycoprotein inhibitior	+	0.7098	70.98%
P-glycoprotein substrate	+	0.5667	56.67%
CYP3A4 substrate	+	0.6988	69.88%
CYP2C9 substrate	-	0.7979	79.79%
CYP2D6 substrate	-	0.6890	68.90%
CYP3A4 inhibition	-	0.9486	94.86%
CYP2C9 inhibition	-	0.8870	88.70%
CYP2C19 inhibition	-	0.7543	75.43%
CYP2D6 inhibition	-	0.9312	93.12%
CYP1A2 inhibition	-	0.8801	88.01%
CYP2C8 inhibition	+	0.5653	56.53%
CYP inhibitory promiscuity	-	0.8922	89.22%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6580	65.80%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9150	91.50%
Skin irritation	-	0.7293	72.93%
Skin corrosion	-	0.9276	92.76%
Ames mutagenesis	-	0.7173	71.73%
Human Ether-a-go-go-Related Gene inhibition	+	0.6411	64.11%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.6678	66.78%
skin sensitisation	-	0.8572	85.72%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8034	80.34%
Acute Oral Toxicity (c)	III	0.6236	62.36%
Estrogen receptor binding	+	0.7268	72.68%
Androgen receptor binding	+	0.7919	79.19%
Thyroid receptor binding	-	0.5453	54.53%
Glucocorticoid receptor binding	+	0.5815	58.15%
Aromatase binding	+	0.6814	68.14%
PPAR gamma	+	0.6905	69.05%
Honey bee toxicity	-	0.7145	71.45%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	+	0.7369	73.69%

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	99.60%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.18%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.36%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.19%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.69%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.21%	98.95%
CHEMBL3492	P49721	Proteasome Macropain subunit	93.87%	90.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.02%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.97%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.62%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.22%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.49%	97.29%
CHEMBL4208	P20618	Proteasome component C5	87.35%	90.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.29%	95.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.22%	82.69%
CHEMBL1937	Q92769	Histone deacetylase 2	87.07%	94.75%
CHEMBL226	P30542	Adenosine A1 receptor	86.43%	95.93%
CHEMBL2996	Q05655	Protein kinase C delta	86.34%	97.79%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.20%	91.03%
CHEMBL2885	P07451	Carbonic anhydrase III	86.08%	87.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.12%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.89%	86.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.83%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.40%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.01%	97.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.45%	93.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.32%	95.50%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.77%	95.00%
CHEMBL4581	P52732	Kinesin-like protein 1	80.74%	93.18%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.39%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.20%	92.88%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163195708
• LOTUS: LTS0149043
• wikiData: Q104246143