(1S,3S,4S,5R,8R,9R,12S)-8-formyl-5,12-dihydroxy-4-methyl-13-oxotetracyclo[10.2.1.01,9.03,8]pentadecane-4-carboxylic acid

Details

• Internal ID: c16f2c08-ddc8-42f6-8e9f-808a66c906e3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,3S,4S,5R,8R,9R,12S)-8-formyl-5,12-dihydroxy-4-methyl-13-oxotetracyclo[10.2.1.01,9.03,8]pentadecane-4-carboxylic acid
• InChI: InChI=1S/C18H24O6/c1-15(14(22)23)11-6-16-7-13(21)18(24,8-16)5-2-10(16)17(11,9-19)4-3-12(15)20/h9-12,20,24H,2-8H2,1H3,(H,22,23)/t10-,11-,12-,15+,16-,17-,18+/m1/s1
• InChI Key: FAHVMSMVOPWRQA-LKRMAEHJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₆
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.15728848 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.93
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9231	92.31%
Caco-2	-	0.5429	54.29%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7422	74.22%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.9245	92.45%
OATP1B3 inhibitior	+	0.9512	95.12%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8947	89.47%
BSEP inhibitior	-	0.8452	84.52%
P-glycoprotein inhibitior	-	0.9241	92.41%
P-glycoprotein substrate	-	0.6988	69.88%
CYP3A4 substrate	+	0.6194	61.94%
CYP2C9 substrate	-	0.8246	82.46%
CYP2D6 substrate	-	0.8513	85.13%
CYP3A4 inhibition	-	0.9296	92.96%
CYP2C9 inhibition	-	0.9178	91.78%
CYP2C19 inhibition	-	0.8809	88.09%
CYP2D6 inhibition	-	0.9633	96.33%
CYP1A2 inhibition	-	0.8234	82.34%
CYP2C8 inhibition	-	0.6663	66.63%
CYP inhibitory promiscuity	-	0.9911	99.11%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6348	63.48%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9139	91.39%
Skin irritation	+	0.5595	55.95%
Skin corrosion	-	0.8426	84.26%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5956	59.56%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7663	76.63%
skin sensitisation	-	0.8807	88.07%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.8939	89.39%
Acute Oral Toxicity (c)	III	0.5268	52.68%
Estrogen receptor binding	+	0.8783	87.83%
Androgen receptor binding	+	0.6306	63.06%
Thyroid receptor binding	+	0.6593	65.93%
Glucocorticoid receptor binding	+	0.7815	78.15%
Aromatase binding	+	0.5727	57.27%
PPAR gamma	+	0.5309	53.09%
Honey bee toxicity	-	0.9411	94.11%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9466	94.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.73%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.63%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.17%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	84.45%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.91%	93.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.63%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.20%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.89%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.64%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.35%	89.34%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162846387
• LOTUS: LTS0252399
• wikiData: Q104992273