4,4,6a,12b-Tetramethyl-9-methylidene-1,2,3,4a,5,6,7a,8,10,11,12,12a-dodecahydronaphtho[2,1-b]chromene-6,8,10,11,11a-pentol

Details

• Internal ID: 421733e9-1be8-4336-aae9-e97286b07637
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanols
• IUPAC Name: 4,4,6a,12b-tetramethyl-9-methylidene-1,2,3,4a,5,6,7a,8,10,11,12,12a-dodecahydronaphtho[2,1-b]chromene-6,8,10,11,11a-pentol
• SMILES (Canonical): CC1(CCCC2(C1CC(C3(C2CC4(C(C(C(=C)C(C4O3)O)O)O)O)C)O)C)C
• SMILES (Isomeric): CC1(CCCC2(C1CC(C3(C2CC4(C(C(C(=C)C(C4O3)O)O)O)O)C)O)C)C
• InChI: InChI=1S/C22H36O6/c1-11-15(24)17(26)22(27)10-13-20(4)8-6-7-19(2,3)12(20)9-14(23)21(13,5)28-18(22)16(11)25/h12-18,23-27H,1,6-10H2,2-5H3
• InChI Key: PSCOWRGKNBHDKG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₆
• Molecular Weight: 396.50 g/mol
• Exact Mass: 396.25118886 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.13
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9140	91.40%
Caco-2	-	0.7735	77.35%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5319	53.19%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.8601	86.01%
OATP1B3 inhibitior	+	0.8992	89.92%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6321	63.21%
BSEP inhibitior	-	0.9573	95.73%
P-glycoprotein inhibitior	-	0.8303	83.03%
P-glycoprotein substrate	-	0.7811	78.11%
CYP3A4 substrate	+	0.6462	64.62%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	-	0.7660	76.60%
CYP3A4 inhibition	-	0.7562	75.62%
CYP2C9 inhibition	-	0.8611	86.11%
CYP2C19 inhibition	-	0.7603	76.03%
CYP2D6 inhibition	-	0.9310	93.10%
CYP1A2 inhibition	-	0.8104	81.04%
CYP2C8 inhibition	-	0.5899	58.99%
CYP inhibitory promiscuity	-	0.9466	94.66%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6911	69.11%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.8997	89.97%
Skin irritation	-	0.5297	52.97%
Skin corrosion	-	0.9209	92.09%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5374	53.74%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7334	73.34%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.4765	47.65%
Acute Oral Toxicity (c)	III	0.4751	47.51%
Estrogen receptor binding	+	0.7530	75.30%
Androgen receptor binding	+	0.6348	63.48%
Thyroid receptor binding	+	0.6446	64.46%
Glucocorticoid receptor binding	+	0.6508	65.08%
Aromatase binding	+	0.7655	76.55%
PPAR gamma	+	0.5560	55.60%
Honey bee toxicity	-	0.7806	78.06%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9701	97.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.52%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.98%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.07%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.93%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	85.26%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.61%	96.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.52%	95.50%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	82.97%	98.46%
CHEMBL1937	Q92769	Histone deacetylase 2	82.40%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.81%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.57%	95.89%

Plants that contains it

• Carpobrotus edulis

Cross-Links

• PubChem: 73299235
• LOTUS: LTS0118769
• wikiData: Q104195343