(3S,5S)-Alnusdiol

Details

• Internal ID: 733ea557-0e78-4628-8d45-dfc64b7f70e3
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Cyclic diarylheptanoids > Meta,meta-bridged biphenyls
• IUPAC Name: (9S,11S)-tricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),14(18),15-hexaene-3,9,11,17-tetrol
• SMILES (Canonical): C1CC2=CC(=C(C=C2)O)C3=C(C=CC(=C3)CCC(CC1O)O)O
• SMILES (Isomeric): C1CC2=CC(=C(C=C2)O)C3=C(C=CC(=C3)CC[C@@H](C[C@H]1O)O)O
• InChI: InChI=1S/C19H22O4/c20-14-5-1-12-3-7-18(22)16(9-12)17-10-13(4-8-19(17)23)2-6-15(21)11-14/h3-4,7-10,14-15,20-23H,1-2,5-6,11H2/t14-,15-/m0/s1
• InChI Key: YWQBDYGHWGZJOM-GJZGRUSLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₄
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.15180918 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.76
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

• (?)-(aS,3''S,5''S)-Alnusidol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9749	97.49%
Caco-2	-	0.6285	62.85%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7608	76.08%
OATP2B1 inhibitior	-	0.5711	57.11%
OATP1B1 inhibitior	+	0.9574	95.74%
OATP1B3 inhibitior	+	0.9332	93.32%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9071	90.71%
BSEP inhibitior	-	0.4924	49.24%
P-glycoprotein inhibitior	-	0.7629	76.29%
P-glycoprotein substrate	-	0.9004	90.04%
CYP3A4 substrate	-	0.6031	60.31%
CYP2C9 substrate	-	0.7510	75.10%
CYP2D6 substrate	+	0.4434	44.34%
CYP3A4 inhibition	-	0.6466	64.66%
CYP2C9 inhibition	-	0.7232	72.32%
CYP2C19 inhibition	-	0.5604	56.04%
CYP2D6 inhibition	-	0.8056	80.56%
CYP1A2 inhibition	+	0.7711	77.11%
CYP2C8 inhibition	-	0.8287	82.87%
CYP inhibitory promiscuity	-	0.7776	77.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8011	80.11%
Carcinogenicity (trinary)	Non-required	0.5811	58.11%
Eye corrosion	-	0.9864	98.64%
Eye irritation	+	0.6643	66.43%
Skin irritation	-	0.5571	55.71%
Skin corrosion	-	0.8742	87.42%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6557	65.57%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5658	56.58%
skin sensitisation	-	0.7427	74.27%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6136	61.36%
Acute Oral Toxicity (c)	III	0.8044	80.44%
Estrogen receptor binding	+	0.8642	86.42%
Androgen receptor binding	+	0.8280	82.80%
Thyroid receptor binding	+	0.6245	62.45%
Glucocorticoid receptor binding	+	0.6126	61.26%
Aromatase binding	+	0.6829	68.29%
PPAR gamma	+	0.8713	87.13%
Honey bee toxicity	-	0.9389	93.89%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9372	93.72%

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	97.64%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	90.77%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.81%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.67%	92.94%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.88%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.92%	96.09%
CHEMBL3438	Q05513	Protein kinase C zeta	85.48%	88.48%
CHEMBL226	P30542	Adenosine A1 receptor	84.08%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.00%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.07%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.99%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.65%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.10%	100.00%

Plants that contains it

• Alnus japonica
• Betula maximowicziana
• Hypericum ascyron

Cross-Links

• PubChem: 91886681
• NPASS: NPC37033
• LOTUS: LTS0197945
• wikiData: Q105144792