(1R,2R,4aS,6aR,6aS,6bR,8aR,12aR,14bS)-4a-(hydroxymethyl)-1,6a,6b,9,9,12a-hexamethyl-10-oxo-1,2,3,4,5,6,6a,7,8,8a,11,12,13,14b-tetradecahydropicene-2-carboxylic acid

Details

• Internal ID: 58593a91-fbee-4e19-a7e1-53dfb6848972
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R,2R,4aS,6aR,6aS,6bR,8aR,12aR,14bS)-4a-(hydroxymethyl)-1,6a,6b,9,9,12a-hexamethyl-10-oxo-1,2,3,4,5,6,6a,7,8,8a,11,12,13,14b-tetradecahydropicene-2-carboxylic acid
• SMILES (Canonical): CC1C(CCC2(C1C3=CCC4C5(CCC(=O)C(C5CCC4(C3(CC2)C)C)(C)C)C)CO)C(=O)O
• SMILES (Isomeric): C[C@H]1[C@@H](CC[C@]2([C@@H]1C3=CC[C@@H]4[C@]5(CCC(=O)C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)C)CO)C(=O)O
• InChI: InChI=1S/C30H46O4/c1-18-19(25(33)34)9-14-30(17-31)16-15-28(5)20(24(18)30)7-8-22-27(4)12-11-23(32)26(2,3)21(27)10-13-29(22,28)6/h7,18-19,21-22,24,31H,8-17H2,1-6H3,(H,33,34)/t18-,19+,21-,22+,24-,27-,28+,29+,30+/m0/s1
• InChI Key: KDBHZDDUZGESHE-UKDOZMRVSA-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: 5.70
• Atomic LogP (AlogP): 6.27
• 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	-	0.5600	56.00%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.9256	92.56%
OATP2B1 inhibitior	-	0.7123	71.23%
OATP1B1 inhibitior	+	0.8776	87.76%
OATP1B3 inhibitior	-	0.4413	44.13%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5703	57.03%
BSEP inhibitior	+	0.8407	84.07%
P-glycoprotein inhibitior	-	0.6582	65.82%
P-glycoprotein substrate	-	0.6809	68.09%
CYP3A4 substrate	+	0.6440	64.40%
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	+	0.5656	56.56%
CYP inhibitory promiscuity	-	0.8695	86.95%
UGT catelyzed	-	0.7638	76.38%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7121	71.21%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9511	95.11%
Skin irritation	-	0.5432	54.32%
Skin corrosion	-	0.9704	97.04%
Ames mutagenesis	-	0.6877	68.77%
Human Ether-a-go-go-Related Gene inhibition	-	0.5978	59.78%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.7735	77.35%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.5826	58.26%
Acute Oral Toxicity (c)	III	0.8133	81.33%
Estrogen receptor binding	+	0.6522	65.22%
Androgen receptor binding	+	0.7444	74.44%
Thyroid receptor binding	+	0.6249	62.49%
Glucocorticoid receptor binding	+	0.8107	81.07%
Aromatase binding	+	0.6694	66.94%
PPAR gamma	+	0.6541	65.41%
Honey bee toxicity	-	0.9067	90.67%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
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	93.46%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.48%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.95%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.70%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.25%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.25%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.90%	93.00%
CHEMBL5028	O14672	ADAM10	80.81%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.81%	100.00%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 21593281
• LOTUS: LTS0156495
• wikiData: Q105139068