10,11-Dihydroxy-1,6a,6b,9,9,12a-hexamethyl-2-methylidene-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

Details

• Internal ID: bbde16b8-817d-42e8-8cac-bdea2a05c8dc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 10,11-dihydroxy-1,6a,6b,9,9,12a-hexamethyl-2-methylidene-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1C2C3=CCC4C(C3(CCC2(CCC1=C)C(=O)O)C)(CCC5C4(CC(C(C5(C)C)O)O)C)C
• SMILES (Isomeric): CC1C2C3=CCC4C(C3(CCC2(CCC1=C)C(=O)O)C)(CCC5C4(CC(C(C5(C)C)O)O)C)C
• InChI: InChI=1S/C30H46O4/c1-17-10-13-30(25(33)34)15-14-28(6)19(23(30)18(17)2)8-9-22-27(5)16-20(31)24(32)26(3,4)21(27)11-12-29(22,28)7/h8,18,20-24,31-32H,1,9-16H2,2-7H3,(H,33,34)
• InChI Key: PYUUJQUMSQBUIN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₄
• Molecular Weight: 470.70 g/mol
• Exact Mass: 470.33960994 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.98
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	-	0.5195	51.95%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8475	84.75%
OATP2B1 inhibitior	-	0.5721	57.21%
OATP1B1 inhibitior	+	0.8562	85.62%
OATP1B3 inhibitior	-	0.3422	34.22%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5821	58.21%
BSEP inhibitior	+	0.7725	77.25%
P-glycoprotein inhibitior	-	0.8054	80.54%
P-glycoprotein substrate	-	0.7319	73.19%
CYP3A4 substrate	+	0.6797	67.97%
CYP2C9 substrate	-	0.8262	82.62%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.8247	82.47%
CYP2C9 inhibition	-	0.8703	87.03%
CYP2C19 inhibition	-	0.8539	85.39%
CYP2D6 inhibition	-	0.9442	94.42%
CYP1A2 inhibition	-	0.8760	87.60%
CYP2C8 inhibition	+	0.5886	58.86%
CYP inhibitory promiscuity	-	0.9667	96.67%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7027	70.27%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9349	93.49%
Skin irritation	+	0.6038	60.38%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4089	40.89%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.5975	59.75%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6369	63.69%
Acute Oral Toxicity (c)	III	0.7198	71.98%
Estrogen receptor binding	+	0.6719	67.19%
Androgen receptor binding	+	0.7201	72.01%
Thyroid receptor binding	+	0.6286	62.86%
Glucocorticoid receptor binding	+	0.7312	73.12%
Aromatase binding	+	0.7081	70.81%
PPAR gamma	+	0.5436	54.36%
Honey bee toxicity	-	0.8534	85.34%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.53%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.43%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.09%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	87.35%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.84%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.42%	90.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.27%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.17%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.59%	82.69%
CHEMBL2581	P07339	Cathepsin D	80.24%	98.95%

Plants that contains it

• Terminalia chebula

Cross-Links

• PubChem: 14633359
• LOTUS: LTS0115738
• wikiData: Q105216800