Bacosine

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	b51cd38d-58d1-4032-a28c-bfe5eff0d213
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name	(1R,3aR,5aS,5bR,7aR,9R,11aR,11bR,13aR,13bR)-9-hydroxy-3a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-5a-carboxylic acid
SMILES (Canonical)	CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C(=O)O)C)(C)C)O)C)C
SMILES (Isomeric)	CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C(=O)O)C)(C)C)O)C)C
InChI	InChI=1S/C30H48O3/c1-18(2)19-10-13-27(5)16-17-30(25(32)33)20(24(19)27)8-9-22-28(6)14-12-23(31)26(3,4)21(28)11-15-29(22,30)7/h19-24,31H,1,8-17H2,2-7H3,(H,32,33)/t19-,20+,21-,22+,23+,24+,27+,28-,29+,30+/m0/s1
InChI Key	CLOUCVRNYSHRCF-CHVGUTEKSA-N
Popularity	4 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₃₀H₄₈O₃
Molecular Weight	456.70 g/mol
Exact Mass	456.36034539 g/mol
Topological Polar Surface Area (TPSA)	57.50 Å²
XlogP	8.40
Atomic LogP (AlogP)	7.09
H-Bond Acceptor	2
H-Bond Donor	2
Rotatable Bonds	2

Synonyms

Top

198014-94-7

DTXSID60746871

(1R,3aR,5aS,5bR,7aR,9R,11aR,11bR,13aR,13bR)-9-hydroxy-3a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-5a-carboxylic acid

(1R,3aR,5aS,5bR,7aR,9R,11aR,11bR,13aR,13bR)-9-hydroxy-3a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta(a)chrysene-5a-carboxylic acid

RefChem:116282

DTXCID40697615

Bacosin

(3alpha)-3-Hydroxylup-20(29)-en-27-oic acid

Bacosine, analytical standard

orb1984226

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	-	0.5240	52.40%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8040	80.40%
OATP2B1 inhibitior	-	0.7172	71.72%
OATP1B1 inhibitior	+	0.9021	90.21%
OATP1B3 inhibitior	-	0.5699	56.99%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.7043	70.43%
P-glycoprotein inhibitior	-	0.8064	80.64%
P-glycoprotein substrate	-	0.7884	78.84%
CYP3A4 substrate	+	0.6866	68.66%
CYP2C9 substrate	-	0.8404	84.04%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9554	95.54%
CYP1A2 inhibition	-	0.9167	91.67%
CYP2C8 inhibition	+	0.4469	44.69%
CYP inhibitory promiscuity	-	0.8834	88.34%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5950	59.50%
Eye corrosion	-	0.9950	99.50%
Eye irritation	-	0.9136	91.36%
Skin irritation	+	0.6841	68.41%
Skin corrosion	-	0.9550	95.50%
Ames mutagenesis	-	0.7254	72.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4930	49.30%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	+	0.5172	51.72%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.7743	77.43%
Acute Oral Toxicity (c)	I	0.4371	43.71%
Estrogen receptor binding	+	0.7429	74.29%
Androgen receptor binding	+	0.7571	75.71%
Thyroid receptor binding	+	0.5227	52.27%
Glucocorticoid receptor binding	+	0.8215	82.15%
Aromatase binding	+	0.6699	66.99%
PPAR gamma	-	0.4891	48.91%
Honey bee toxicity	-	0.7522	75.22%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	95.82%	90.17%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.64%	96.38%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.70%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.59%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.72%	94.45%
CHEMBL233	P35372	Mu opioid receptor	89.56%	97.93%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	88.31%	95.42%
CHEMBL340	P08684	Cytochrome P450 3A4	87.51%	91.19%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	85.71%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.33%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.27%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.91%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.43%	82.69%
CHEMBL2581	P07339	Cathepsin D	82.22%	98.95%
CHEMBL237	P41145	Kappa opioid receptor	81.31%	98.10%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.24%	100.00%

Plants that contains it

Top

Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.