Sorbiterrin A

Details

• Internal ID: 28962962-9c12-401f-b908-5898adae706a
• Taxonomy: Benzenoids > Naphthalenes > Naphthalenecarboxylic acids and derivatives > Naphthalenecarboxylic acids
• IUPAC Name: (1S,9R,13S)-4,6-dihydroxy-3,5,10-trimethyl-8,12-dioxo-13-prop-1-enyltricyclo[7.3.1.02,7]trideca-2,4,6,10-tetraene-1-carboxylic acid
• SMILES (Canonical): CC=CC1C2C(=CC(=O)C1(C3=C(C(=C(C(=C3C2=O)O)C)O)C)C(=O)O)C
• SMILES (Isomeric): CC=C[C@H]1[C@@H]2C(=CC(=O)[C@]1(C3=C(C(=C(C(=C3C2=O)O)C)O)C)C(=O)O)C
• InChI: InChI=1S/C20H20O6/c1-5-6-11-13-8(2)7-12(21)20(11,19(25)26)15-9(3)16(22)10(4)17(23)14(15)18(13)24/h5-7,11,13,22-23H,1-4H3,(H,25,26)/t11-,13-,20+/m0/s1
• InChI Key: HBCFRLHQVKWAKE-HGFQGUBDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₆
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.12598835 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.57
• 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	+	0.9894	98.94%
Caco-2	+	0.6353	63.53%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7830	78.30%
OATP2B1 inhibitior	-	0.7152	71.52%
OATP1B1 inhibitior	+	0.8100	81.00%
OATP1B3 inhibitior	+	0.8814	88.14%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6801	68.01%
P-glycoprotein inhibitior	-	0.8018	80.18%
P-glycoprotein substrate	-	0.7200	72.00%
CYP3A4 substrate	+	0.5535	55.35%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8958	89.58%
CYP3A4 inhibition	-	0.8681	86.81%
CYP2C9 inhibition	+	0.5184	51.84%
CYP2C19 inhibition	-	0.7546	75.46%
CYP2D6 inhibition	-	0.8922	89.22%
CYP1A2 inhibition	-	0.5451	54.51%
CYP2C8 inhibition	-	0.6007	60.07%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9109	91.09%
Carcinogenicity (trinary)	Non-required	0.5006	50.06%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.7126	71.26%
Skin irritation	+	0.5112	51.12%
Skin corrosion	-	0.9233	92.33%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6635	66.35%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.5074	50.74%
skin sensitisation	-	0.5345	53.45%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6129	61.29%
Acute Oral Toxicity (c)	III	0.5352	53.52%
Estrogen receptor binding	+	0.6660	66.60%
Androgen receptor binding	+	0.5811	58.11%
Thyroid receptor binding	+	0.6039	60.39%
Glucocorticoid receptor binding	+	0.7131	71.31%
Aromatase binding	-	0.5908	59.08%
PPAR gamma	+	0.6990	69.90%
Honey bee toxicity	-	0.9265	92.65%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9962	99.62%

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	92.90%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.14%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.99%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.80%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.31%	89.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.02%	83.57%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.30%	93.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.23%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139583973
• LOTUS: LTS0082078
• wikiData: Q75070029