Bryonolic acid

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	56252d60-401b-4f02-bc86-0f7579a8028f
Taxonomy	Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclic alcohols and derivatives
IUPAC Name	(2R,4aS,6aS,8aR,10S,12aS,14aS,14bR)-10-hydroxy-2,4a,6a,9,9,12a,14a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,13,14,14b-tetradecahydropicene-2-carboxylic acid
SMILES (Canonical)	CC1(C2CCC3=C(C2(CCC1O)C)CCC4(C3(CCC5(C4CC(CC5)(C)C(=O)O)C)C)C)C
SMILES (Isomeric)	C[C@]12CC[C@@](C[C@H]1[C@@]3(CCC4=C([C@]3(CC2)C)CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)C)(C)C(=O)O
InChI	InChI=1S/C30H48O3/c1-25(2)21-9-8-20-19(28(21,5)12-11-23(25)31)10-13-30(7)22-18-27(4,24(32)33)15-14-26(22,3)16-17-29(20,30)6/h21-23,31H,8-18H2,1-7H3,(H,32,33)/t21-,22+,23-,26+,27+,28+,29+,30-/m0/s1
InChI Key	BHVJSLPLFOAMEV-FPLINDMSSA-N
Popularity	16 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₀H₄₈O₃
Molecular Weight	456.70 g/mol
Exact Mass	456.36034539 g/mol
Topological Polar Surface Area (TPSA)	57.50 Å²
XlogP	7.20
Atomic LogP (AlogP)	7.38
H-Bond Acceptor	2
H-Bond Donor	2
Rotatable Bonds	1

Synonyms

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Bryonolic acid

24480-44-2

(2R,4aS,6aS,8aR,10S,12aS,14aS,14bR)-10-Hydroxy-2,4a,6a,9,9,12a,14a-heptamethyl-1,2,3,4,4a,5,6,6a,7,8,8a,9,10,11,12,12a,13,14,14a,14b-eicosahydro-picene-2-carboxylic acid

(2R,4aS,6aS,8aR,10S,12aS,14aS,14bR)-10-hydroxy-2,4a,6a,9,9,12a,14a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,13,14,14b-tetradecahydropicene-2-carboxylic acid

D:C-Friedoolean-8-en-29-oic acid, 3-oxo-

24480-45-3

UNII-J7YR6A878I

3beta-Hydroxy-D-C-friedoolean-8-en-29-oic acid

D:C-Friedoolean-8-en-29-oic acid, 3beta-hydroxy-

CHEMBL482596

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

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.5448	54.48%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8699	86.99%
OATP2B1 inhibitior	-	0.7160	71.60%
OATP1B1 inhibitior	+	0.8755	87.55%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.8412	84.12%
P-glycoprotein inhibitior	-	0.6989	69.89%
P-glycoprotein substrate	-	0.8724	87.24%
CYP3A4 substrate	+	0.6151	61.51%
CYP2C9 substrate	-	0.8404	84.04%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.8695	86.95%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9485	94.85%
CYP1A2 inhibition	-	0.9169	91.69%
CYP2C8 inhibition	-	0.6257	62.57%
CYP inhibitory promiscuity	-	0.9046	90.46%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5962	59.62%
Eye corrosion	-	0.9948	99.48%
Eye irritation	-	0.9157	91.57%
Skin irritation	+	0.6328	63.28%
Skin corrosion	-	0.9644	96.44%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	+	0.5630	56.30%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6854	68.54%
Acute Oral Toxicity (c)	III	0.8316	83.16%
Estrogen receptor binding	+	0.6815	68.15%
Androgen receptor binding	+	0.6857	68.57%
Thyroid receptor binding	+	0.6482	64.82%
Glucocorticoid receptor binding	+	0.8210	82.10%
Aromatase binding	+	0.6448	64.48%
PPAR gamma	+	0.6520	65.20%
Honey bee toxicity	-	0.8564	85.64%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9956	99.56%

Targets

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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	96.77%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.39%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.90%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.00%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.97%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.50%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.32%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.92%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.66%	91.11%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	82.36%	94.78%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.96%	93.03%
CHEMBL340	P08684	Cytochrome P450 3A4	80.85%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.75%	95.56%

Plants that contains it

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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.

Trichosanthes kirilowii