(2S,3S,4R,4aR,10bR)-3,4,8,9,10-pentahydroxy-2-(hydroxymethyl)-1,2,3,4,4a,10b-hexahydrobenzo[c]chromen-6-one

Details

• Internal ID: 1b385020-5b88-4b4e-9ef5-134d72e687a0
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: (2S,3S,4R,4aR,10bR)-3,4,8,9,10-pentahydroxy-2-(hydroxymethyl)-1,2,3,4,4a,10b-hexahydrobenzo[c]chromen-6-one
• SMILES (Canonical): C1C(C(C(C2C1C3=C(C(=C(C=C3C(=O)O2)O)O)O)O)O)CO
• SMILES (Isomeric): C1[C@H]([C@@H]([C@H]([C@H]2[C@H]1C3=C(C(=C(C=C3C(=O)O2)O)O)O)O)O)CO
• InChI: InChI=1S/C14H16O8/c15-3-4-1-5-8-6(2-7(16)10(18)11(8)19)14(21)22-13(5)12(20)9(4)17/h2,4-5,9,12-13,15-20H,1,3H2/t4-,5+,9-,12+,13+/m0/s1
• InChI Key: ITLPFVQTQNIPFC-FTMUIGGFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₈
• Molecular Weight: 312.27 g/mol
• Exact Mass: 312.08451746 g/mol
• Topological Polar Surface Area (TPSA): 148.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.84
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5685	56.85%
Caco-2	-	0.9492	94.92%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4766	47.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7765	77.65%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9539	95.39%
P-glycoprotein inhibitior	-	0.9453	94.53%
P-glycoprotein substrate	-	0.8575	85.75%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	+	0.6117	61.17%
CYP2D6 substrate	-	0.8088	80.88%
CYP3A4 inhibition	-	0.8862	88.62%
CYP2C9 inhibition	-	0.9308	93.08%
CYP2C19 inhibition	-	0.9359	93.59%
CYP2D6 inhibition	-	0.9420	94.20%
CYP1A2 inhibition	-	0.7907	79.07%
CYP2C8 inhibition	-	0.8766	87.66%
CYP inhibitory promiscuity	-	0.8397	83.97%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7411	74.11%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.6962	69.62%
Skin irritation	-	0.6851	68.51%
Skin corrosion	-	0.9601	96.01%
Ames mutagenesis	+	0.5728	57.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.6577	65.77%
Micronuclear	+	0.5574	55.74%
Hepatotoxicity	-	0.5342	53.42%
skin sensitisation	-	0.7867	78.67%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6399	63.99%
Acute Oral Toxicity (c)	IV	0.4299	42.99%
Estrogen receptor binding	+	0.6410	64.10%
Androgen receptor binding	+	0.7130	71.30%
Thyroid receptor binding	-	0.5305	53.05%
Glucocorticoid receptor binding	+	0.6639	66.39%
Aromatase binding	-	0.6332	63.32%
PPAR gamma	+	0.5669	56.69%
Honey bee toxicity	-	0.8923	89.23%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.7758	77.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.26%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.24%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.25%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.09%	89.00%
CHEMBL2581	P07339	Cathepsin D	89.24%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.07%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.70%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.22%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.47%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.47%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.62%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.14%	99.15%

Plants that contains it

• Diospyros sanza-minika

Cross-Links

• PubChem: 162867830
• LOTUS: LTS0245522
• wikiData: Q105120119