4a-(Hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,14b-dodecahydropicene-3,5,10-triol

Details

• Internal ID: f9e7f8b8-390f-4b55-b638-c8de91b14df1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,14b-dodecahydropicene-3,5,10-triol
• SMILES (Canonical): CC1(CC2C3=CC=C4C5(CCC(C(C5CCC4(C3(CC(C2(CC1O)CO)O)C)C)(C)C)O)C)C
• SMILES (Isomeric): CC1(CC2C3=CC=C4C5(CCC(C(C5CCC4(C3(CC(C2(CC1O)CO)O)C)C)(C)C)O)C)C
• InChI: InChI=1S/C30H48O4/c1-25(2)14-19-18-8-9-21-27(5)12-11-22(32)26(3,4)20(27)10-13-28(21,6)29(18,7)15-24(34)30(19,17-31)16-23(25)33/h8-9,19-20,22-24,31-34H,10-17H2,1-7H3
• InChI Key: SVMYEYJXLKUCPZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₄
• Molecular Weight: 472.70 g/mol
• Exact Mass: 472.35526001 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.00
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9868	98.68%
Caco-2	-	0.5716	57.16%
Blood Brain Barrier	+	0.6635	66.35%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6511	65.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8923	89.23%
OATP1B3 inhibitior	-	0.2178	21.78%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5809	58.09%
BSEP inhibitior	+	0.6029	60.29%
P-glycoprotein inhibitior	-	0.7406	74.06%
P-glycoprotein substrate	-	0.7644	76.44%
CYP3A4 substrate	+	0.6491	64.91%
CYP2C9 substrate	-	0.8350	83.50%
CYP2D6 substrate	-	0.7620	76.20%
CYP3A4 inhibition	-	0.7913	79.13%
CYP2C9 inhibition	-	0.8678	86.78%
CYP2C19 inhibition	-	0.8817	88.17%
CYP2D6 inhibition	-	0.9315	93.15%
CYP1A2 inhibition	-	0.8860	88.60%
CYP2C8 inhibition	-	0.6140	61.40%
CYP inhibitory promiscuity	-	0.8046	80.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7203	72.03%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9209	92.09%
Skin irritation	-	0.5998	59.98%
Skin corrosion	-	0.9605	96.05%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5722	57.22%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5858	58.58%
skin sensitisation	-	0.8023	80.23%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7990	79.90%
Acute Oral Toxicity (c)	III	0.7370	73.70%
Estrogen receptor binding	+	0.7966	79.66%
Androgen receptor binding	+	0.7460	74.60%
Thyroid receptor binding	+	0.6583	65.83%
Glucocorticoid receptor binding	+	0.7761	77.61%
Aromatase binding	+	0.6457	64.57%
PPAR gamma	+	0.5712	57.12%
Honey bee toxicity	-	0.7512	75.12%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9741	97.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.18%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.03%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.90%	90.17%
CHEMBL226	P30542	Adenosine A1 receptor	93.75%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.01%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.48%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.09%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.96%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.89%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.45%	82.69%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.12%	95.50%

Plants that contains it

• Bupleurum rotundifolium

Cross-Links

• PubChem: 162977823
• LOTUS: LTS0232275
• wikiData: Q105262229