5,8,8a-Trihydroxy-3a-methyl-1-propan-2-yl-1,2,3,4,5,8-hexahydroazulene-6-carboxylic acid

Details

• Internal ID: 24b9b9a4-ff86-4e3a-a0a8-cd34454622c4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5,8,8a-trihydroxy-3a-methyl-1-propan-2-yl-1,2,3,4,5,8-hexahydroazulene-6-carboxylic acid
• SMILES (Canonical): CC(C)C1CCC2(C1(C(C=C(C(C2)O)C(=O)O)O)O)C
• SMILES (Isomeric): CC(C)C1CCC2(C1(C(C=C(C(C2)O)C(=O)O)O)O)C
• InChI: InChI=1S/C15H24O5/c1-8(2)10-4-5-14(3)7-11(16)9(13(18)19)6-12(17)15(10,14)20/h6,8,10-12,16-17,20H,4-5,7H2,1-3H3,(H,18,19)
• InChI Key: OOLTYBWQVKVCOH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₅
• Molecular Weight: 284.35 g/mol
• Exact Mass: 284.16237386 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.93
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9593	95.93%
Caco-2	-	0.5954	59.54%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6479	64.79%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.9202	92.02%
OATP1B3 inhibitior	+	0.8428	84.28%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6821	68.21%
BSEP inhibitior	-	0.9756	97.56%
P-glycoprotein inhibitior	-	0.9439	94.39%
P-glycoprotein substrate	-	0.8196	81.96%
CYP3A4 substrate	+	0.5475	54.75%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.9075	90.75%
CYP3A4 inhibition	-	0.8789	87.89%
CYP2C9 inhibition	-	0.5323	53.23%
CYP2C19 inhibition	-	0.6159	61.59%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	-	0.6068	60.68%
CYP2C8 inhibition	-	0.9224	92.24%
CYP inhibitory promiscuity	-	0.9692	96.92%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6410	64.10%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9261	92.61%
Skin irritation	+	0.5973	59.73%
Skin corrosion	-	0.9347	93.47%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7049	70.49%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5802	58.02%
skin sensitisation	-	0.7165	71.65%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8503	85.03%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6427	64.27%
Acute Oral Toxicity (c)	I	0.4001	40.01%
Estrogen receptor binding	+	0.7083	70.83%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6206	62.06%
Glucocorticoid receptor binding	+	0.6726	67.26%
Aromatase binding	+	0.5757	57.57%
PPAR gamma	-	0.6572	65.72%
Honey bee toxicity	-	0.8819	88.19%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9817	98.17%

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	96.81%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.59%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	93.42%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.34%	95.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.94%	96.38%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.11%	93.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.22%	97.25%
CHEMBL2581	P07339	Cathepsin D	85.50%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	84.09%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.26%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.38%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.17%	93.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.00%	93.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.16%	97.14%

Plants that contains it

• Rosa rugosa

Cross-Links

• PubChem: 162896855
• LOTUS: LTS0051651
• wikiData: Q105195468