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

Details

• Internal ID: 300d2964-c0ae-4a58-8417-975157c231eb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-(hydroxymethyl)-2,6a,6b,9,9,12a-hexamethyl-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylic acid
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1=O)C)CC=C4C3(CCC5(C4CC(CC5)(C)CO)C(=O)O)C)C)C
• SMILES (Isomeric): CC1(C2CCC3(C(C2(CCC1=O)C)CC=C4C3(CCC5(C4CC(CC5)(C)CO)C(=O)O)C)C)C
• InChI: InChI=1S/C30H46O4/c1-25(2)21-9-12-29(6)22(27(21,4)11-10-23(25)32)8-7-19-20-17-26(3,18-31)13-15-30(20,24(33)34)16-14-28(19,29)5/h7,20-22,31H,8-18H2,1-6H3,(H,33,34)
• InChI Key: CZSDKFJKOMHDAG-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): 74.60 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 6.41
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	-	0.5623	56.23%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.9256	92.56%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8201	82.01%
OATP1B3 inhibitior	-	0.4413	44.13%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5703	57.03%
BSEP inhibitior	+	0.8803	88.03%
P-glycoprotein inhibitior	-	0.6379	63.79%
P-glycoprotein substrate	-	0.7885	78.85%
CYP3A4 substrate	+	0.6273	62.73%
CYP2C9 substrate	-	0.8198	81.98%
CYP2D6 substrate	-	0.8725	87.25%
CYP3A4 inhibition	-	0.7193	71.93%
CYP2C9 inhibition	-	0.8927	89.27%
CYP2C19 inhibition	-	0.9483	94.83%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	-	0.8832	88.32%
CYP2C8 inhibition	+	0.4650	46.50%
CYP inhibitory promiscuity	-	0.8695	86.95%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7121	71.21%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9311	93.11%
Skin irritation	-	0.5432	54.32%
Skin corrosion	-	0.9704	97.04%
Ames mutagenesis	-	0.7854	78.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5074	50.74%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.8309	83.09%
skin sensitisation	-	0.7735	77.35%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5178	51.78%
Acute Oral Toxicity (c)	III	0.8133	81.33%
Estrogen receptor binding	+	0.7530	75.30%
Androgen receptor binding	+	0.6868	68.68%
Thyroid receptor binding	+	0.6111	61.11%
Glucocorticoid receptor binding	+	0.8267	82.67%
Aromatase binding	+	0.7473	74.73%
PPAR gamma	+	0.6994	69.94%
Honey bee toxicity	-	0.8896	88.96%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9965	99.65%

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	91.88%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.68%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.99%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.24%	95.56%
CHEMBL2581	P07339	Cathepsin D	84.55%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.37%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.53%	82.69%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.45%	93.00%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 76376165
• LOTUS: LTS0137663
• wikiData: Q104973112