Lactupicrinal

Details

• Internal ID: 572531e8-0a64-4a1c-b3bb-02f1aba2ad75
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: [(3aR,4S,9aS,9bR)-9-formyl-6-methyl-3-methylidene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] 2-(4-hydroxyphenyl)acetate
• SMILES (Canonical): CC1=C2C(C3C(C(C1)OC(=O)CC4=CC=C(C=C4)O)C(=C)C(=O)O3)C(=CC2=O)C=O
• SMILES (Isomeric): CC1=C2[C@@H]([C@@H]3[C@@H]([C@H](C1)OC(=O)CC4=CC=C(C=C4)O)C(=C)C(=O)O3)C(=CC2=O)C=O
• InChI: InChI=1S/C23H20O7/c1-11-7-17(29-18(27)8-13-3-5-15(25)6-4-13)20-12(2)23(28)30-22(20)21-14(10-24)9-16(26)19(11)21/h3-6,9-10,17,20-22,25H,2,7-8H2,1H3/t17-,20+,21-,22-/m0/s1
• InChI Key: JRVDJWWCTWHLPD-XGARDCMYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₀O₇
• Molecular Weight: 408.40 g/mol
• Exact Mass: 408.12090297 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	-	0.6306	63.06%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5837	58.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8017	80.17%
OATP1B3 inhibitior	+	0.9016	90.16%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.6524	65.24%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6505	65.05%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	-	0.8825	88.25%
CYP3A4 inhibition	-	0.5798	57.98%
CYP2C9 inhibition	-	0.6856	68.56%
CYP2C19 inhibition	-	0.6099	60.99%
CYP2D6 inhibition	-	0.9298	92.98%
CYP1A2 inhibition	-	0.5660	56.60%
CYP2C8 inhibition	+	0.7095	70.95%
CYP inhibitory promiscuity	-	0.6553	65.53%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.8843	88.43%
Carcinogenicity (trinary)	Non-required	0.4727	47.27%
Eye corrosion	-	0.9585	95.85%
Eye irritation	-	0.8311	83.11%
Skin irritation	-	0.6778	67.78%
Skin corrosion	-	0.9345	93.45%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6730	67.30%
Micronuclear	+	0.5759	57.59%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.6253	62.53%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7789	77.89%
Acute Oral Toxicity (c)	III	0.3899	38.99%
Estrogen receptor binding	+	0.7686	76.86%
Androgen receptor binding	+	0.7369	73.69%
Thyroid receptor binding	-	0.4883	48.83%
Glucocorticoid receptor binding	+	0.7529	75.29%
Aromatase binding	-	0.6818	68.18%
PPAR gamma	+	0.6582	65.82%
Honey bee toxicity	-	0.7826	78.26%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9968	99.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.19%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.20%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.11%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.27%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.88%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.85%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	88.34%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.57%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.51%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	84.85%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.06%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.09%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.77%	96.09%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	82.34%	96.37%

Plants that contains it

• Agathosma scaberula
• Balanophora harlandii
• Cichorium intybus
• Euphorbia nicaeensis
• Lupinus cosentinii
• Polemonium caeruleum
• Strychnos ledermannii
• Viburnum davidii

Cross-Links

• PubChem: 101122883
• NPASS: NPC173471
• LOTUS: LTS0240295
• wikiData: Q105134119