10-Hydroxy-1,6a,6b,9,9,12a-hexamethyl-3,4,4a,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4-carboxylic acid

Details

• Internal ID: 858426cd-d677-465d-bb64-f64d0ecdc422
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 10-hydroxy-1,6a,6b,9,9,12a-hexamethyl-3,4,4a,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4-carboxylic acid
• SMILES (Canonical): CC1=CCC(C2C1C3=CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)O)C)C(=O)O
• SMILES (Isomeric): CC1=CCC(C2C1C3=CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)O)C)C(=O)O
• InChI: InChI=1S/C29H44O3/c1-17-7-8-19(25(31)32)18-11-15-28(5)20(24(17)18)9-10-22-27(4)14-13-23(30)26(2,3)21(27)12-16-29(22,28)6/h7,9,18-19,21-24,30H,8,10-16H2,1-6H3,(H,31,32)
• InChI Key: OMLOLNDDMHHIIN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₄O₃
• Molecular Weight: 440.70 g/mol
• Exact Mass: 440.32904526 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 6.62
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	-	0.5290	52.90%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8699	86.99%
OATP2B1 inhibitior	-	0.7174	71.74%
OATP1B1 inhibitior	+	0.9207	92.07%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.9429	94.29%
P-glycoprotein inhibitior	-	0.6564	65.64%
P-glycoprotein substrate	-	0.8523	85.23%
CYP3A4 substrate	+	0.6614	66.14%
CYP2C9 substrate	-	0.8404	84.04%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.8695	86.95%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9485	94.85%
CYP1A2 inhibition	-	0.9169	91.69%
CYP2C8 inhibition	+	0.4589	45.89%
CYP inhibitory promiscuity	-	0.9046	90.46%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5962	59.62%
Eye corrosion	-	0.9948	99.48%
Eye irritation	-	0.9583	95.83%
Skin irritation	+	0.6328	63.28%
Skin corrosion	-	0.9644	96.44%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4259	42.59%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	+	0.5630	56.30%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8027	80.27%
Acute Oral Toxicity (c)	III	0.8316	83.16%
Estrogen receptor binding	+	0.7848	78.48%
Androgen receptor binding	+	0.7672	76.72%
Thyroid receptor binding	+	0.6648	66.48%
Glucocorticoid receptor binding	+	0.8418	84.18%
Aromatase binding	+	0.7073	70.73%
PPAR gamma	+	0.6033	60.33%
Honey bee toxicity	-	0.8798	87.98%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9956	99.56%

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	92.46%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.72%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	89.40%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.76%	93.00%
CHEMBL5028	O14672	ADAM10	81.51%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.22%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.69%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.20%	97.09%

Plants that contains it

• Sanguisorba officinalis

Cross-Links

• PubChem: 163012103
• LOTUS: LTS0162147
• wikiData: Q105194382