3-Hydroxy-4a,6a,6b,8a,11,11,14a-heptamethyl-1,2,3,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-hexadecahydropicene-4-carboxylic acid

Details

• Internal ID: f1856f53-2ba1-43f2-8801-cf9189e01fb8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3-hydroxy-4a,6a,6b,8a,11,11,14a-heptamethyl-1,2,3,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-hexadecahydropicene-4-carboxylic acid
• SMILES (Canonical): CC1(CCC2(CCC3(C4CCC5(C(C4(CCC3(C2C1)C)C)CCC(C5C(=O)O)O)C)C)C)C
• SMILES (Isomeric): CC1(CCC2(CCC3(C4CCC5(C(C4(CCC3(C2C1)C)C)CCC(C5C(=O)O)O)C)C)C)C
• InChI: InChI=1S/C30H50O3/c1-25(2)12-13-26(3)14-16-29(6)21-10-11-28(5)20(9-8-19(31)23(28)24(32)33)27(21,4)15-17-30(29,7)22(26)18-25/h19-23,31H,8-18H2,1-7H3,(H,32,33)
• InChI Key: DZRZUQDDJQGNEQ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₃
• Molecular Weight: 458.70 g/mol
• Exact Mass: 458.37599545 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 9.40
• Atomic LogP (AlogP): 7.31
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9882	98.82%
Caco-2	-	0.5966	59.66%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7784	77.84%
OATP2B1 inhibitior	-	0.5819	58.19%
OATP1B1 inhibitior	+	0.9252	92.52%
OATP1B3 inhibitior	+	0.9402	94.02%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.4830	48.30%
P-glycoprotein inhibitior	-	0.7655	76.55%
P-glycoprotein substrate	-	0.8832	88.32%
CYP3A4 substrate	+	0.6349	63.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8413	84.13%
CYP3A4 inhibition	-	0.8655	86.55%
CYP2C9 inhibition	-	0.6902	69.02%
CYP2C19 inhibition	-	0.9024	90.24%
CYP2D6 inhibition	-	0.9696	96.96%
CYP1A2 inhibition	-	0.8190	81.90%
CYP2C8 inhibition	-	0.8064	80.64%
CYP inhibitory promiscuity	-	0.9718	97.18%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6636	66.36%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9241	92.41%
Skin irritation	+	0.6104	61.04%
Skin corrosion	-	0.9211	92.11%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4138	41.38%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.6577	65.77%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6107	61.07%
Acute Oral Toxicity (c)	III	0.4503	45.03%
Estrogen receptor binding	+	0.8238	82.38%
Androgen receptor binding	+	0.6779	67.79%
Thyroid receptor binding	+	0.6141	61.41%
Glucocorticoid receptor binding	+	0.7219	72.19%
Aromatase binding	+	0.7097	70.97%
PPAR gamma	+	0.5439	54.39%
Honey bee toxicity	-	0.8332	83.32%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9774	97.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	97.23%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.91%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.09%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.59%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.51%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	86.05%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.70%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.51%	93.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.10%	82.69%

Plants that contains it

• Garcia parviflora

Cross-Links

• PubChem: 75576469
• LOTUS: LTS0006146
• wikiData: Q104991963