3,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-7-oxo-3,4,5,6,6a,8,8a,10,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylic acid

Details

• Internal ID: 94eea1f0-a434-4622-ab34-018511bf8a5d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-7-oxo-3,4,5,6,6a,8,8a,10,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylic acid
• SMILES (Canonical): CC1(CC2C3=CCC4C5(CCC(C(C5CC(=O)C4(C3(CCC2(CC1O)C(=O)O)C)C)(C)C)O)C)C
• SMILES (Isomeric): CC1(CC2C3=CCC4C5(CCC(C(C5CC(=O)C4(C3(CCC2(CC1O)C(=O)O)C)C)(C)C)O)C)C
• InChI: InChI=1S/C30H46O5/c1-25(2)15-18-17-8-9-19-27(5)11-10-21(31)26(3,4)20(27)14-22(32)29(19,7)28(17,6)12-13-30(18,24(34)35)16-23(25)33/h8,18-21,23,31,33H,9-16H2,1-7H3,(H,34,35)
• InChI Key: RCCQOGHOTOVXTP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₅
• Molecular Weight: 486.70 g/mol
• Exact Mass: 486.33452456 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 5.38
• H-Bond Acceptor: 4
• 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	+	0.9930	99.30%
Caco-2	-	0.5932	59.32%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8912	89.12%
OATP2B1 inhibitior	-	0.7162	71.62%
OATP1B1 inhibitior	+	0.8847	88.47%
OATP1B3 inhibitior	-	0.5698	56.98%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5321	53.21%
BSEP inhibitior	+	0.7848	78.48%
P-glycoprotein inhibitior	-	0.7872	78.72%
P-glycoprotein substrate	-	0.7662	76.62%
CYP3A4 substrate	+	0.6508	65.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8538	85.38%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9317	93.17%
CYP2C19 inhibition	-	0.9604	96.04%
CYP2D6 inhibition	-	0.9538	95.38%
CYP1A2 inhibition	-	0.9296	92.96%
CYP2C8 inhibition	-	0.6471	64.71%
CYP inhibitory promiscuity	-	0.9544	95.44%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6941	69.41%
Eye corrosion	-	0.9945	99.45%
Eye irritation	-	0.9211	92.11%
Skin irritation	+	0.6462	64.62%
Skin corrosion	-	0.9582	95.82%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6359	63.59%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6467	64.67%
skin sensitisation	+	0.5247	52.47%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.5120	51.20%
Acute Oral Toxicity (c)	III	0.8402	84.02%
Estrogen receptor binding	+	0.7718	77.18%
Androgen receptor binding	+	0.7081	70.81%
Thyroid receptor binding	+	0.6126	61.26%
Glucocorticoid receptor binding	+	0.8689	86.89%
Aromatase binding	+	0.7036	70.36%
PPAR gamma	+	0.5756	57.56%
Honey bee toxicity	-	0.8862	88.62%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9975	99.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	91.80%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.84%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.69%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.19%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.75%	91.11%
CHEMBL2581	P07339	Cathepsin D	86.75%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	84.92%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.80%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.70%	92.50%

Plants that contains it

• Silybum marianum

Cross-Links

• PubChem: 163019699
• LOTUS: LTS0258476
• wikiData: Q105233534