8a-(hydroxymethyl)-4,4,6a,6b,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picene-2,3-diol

Details

• Internal ID: 5fee9afc-f068-4628-806b-0337347a2c30
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 8a-(hydroxymethyl)-4,4,6a,6b,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picene-2,3-diol
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C)O)O)C)C)C2C1C)C)CO
• SMILES (Isomeric): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C)O)O)C)C)C2C1C)C)CO
• InChI: InChI=1S/C30H50O3/c1-18-10-13-30(17-31)15-14-28(6)20(24(30)19(18)2)8-9-23-27(5)16-21(32)25(33)26(3,4)22(27)11-12-29(23,28)7/h8,18-19,21-25,31-33H,9-17H2,1-7H3
• InChI Key: SDEFNGUXVNFYCG-UHFFFAOYSA-N
• Popularity: 0 references 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): 60.70 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 5.97
• 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	+	0.9923	99.23%
Caco-2	+	0.5160	51.60%
Blood Brain Barrier	+	0.6885	68.85%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7818	78.18%
OATP2B1 inhibitior	-	0.7181	71.81%
OATP1B1 inhibitior	+	0.9093	90.93%
OATP1B3 inhibitior	+	0.9525	95.25%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6083	60.83%
BSEP inhibitior	+	0.6666	66.66%
P-glycoprotein inhibitior	-	0.8373	83.73%
P-glycoprotein substrate	-	0.6691	66.91%
CYP3A4 substrate	+	0.6604	66.04%
CYP2C9 substrate	-	0.6197	61.97%
CYP2D6 substrate	-	0.7438	74.38%
CYP3A4 inhibition	-	0.7785	77.85%
CYP2C9 inhibition	-	0.8538	85.38%
CYP2C19 inhibition	-	0.8556	85.56%
CYP2D6 inhibition	-	0.9316	93.16%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.5347	53.47%
CYP inhibitory promiscuity	-	0.8579	85.79%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7041	70.41%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9441	94.41%
Skin irritation	-	0.6197	61.97%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4049	40.49%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7803	78.03%
skin sensitisation	-	0.7317	73.17%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.5732	57.32%
Acute Oral Toxicity (c)	III	0.6985	69.85%
Estrogen receptor binding	+	0.7242	72.42%
Androgen receptor binding	+	0.7443	74.43%
Thyroid receptor binding	+	0.6276	62.76%
Glucocorticoid receptor binding	+	0.7546	75.46%
Aromatase binding	+	0.6533	65.33%
PPAR gamma	-	0.5422	54.22%
Honey bee toxicity	-	0.8798	87.98%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9725	97.25%

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	95.95%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.17%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.04%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.00%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.05%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.89%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.30%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	82.79%	94.75%
CHEMBL2581	P07339	Cathepsin D	81.99%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.87%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	81.77%	90.17%
CHEMBL2916	O14746	Telomerase reverse transcriptase	80.08%	90.00%

Plants that contains it

• Picris hieracioides

Cross-Links

• PubChem: 23132220
• LOTUS: LTS0171835
• wikiData: Q105250589