(1'S,2S,4R,5'R)-5,7-dihydroxy-4-(2-methylpropyl)-1'-propan-2-ylspiro[3,4-dihydrochromene-2,4'-bicyclo[3.1.0]hexane]-6,8-dicarbaldehyde

Details

• Internal ID: 5c4901a0-3a73-4e1a-b24d-c42343c07a8f
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: (1'S,2S,4R,5'R)-5,7-dihydroxy-4-(2-methylpropyl)-1'-propan-2-ylspiro[3,4-dihydrochromene-2,4'-bicyclo[3.1.0]hexane]-6,8-dicarbaldehyde
• SMILES (Canonical): CC(C)CC1CC2(CCC3(C2C3)C(C)C)OC4=C(C(=C(C(=C14)O)C=O)O)C=O
• SMILES (Isomeric): CC(C)C[C@@H]1C[C@]2(CC[C@@]3([C@H]2C3)C(C)C)OC4=C(C(=C(C(=C14)O)C=O)O)C=O
• InChI: InChI=1S/C23H30O5/c1-12(2)7-14-8-23(6-5-22(13(3)4)9-17(22)23)28-21-16(11-25)19(26)15(10-24)20(27)18(14)21/h10-14,17,26-27H,5-9H2,1-4H3/t14-,17-,22+,23+/m1/s1
• InChI Key: DRQVGVASTZKOLP-XMSXUTLMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₀O₅
• Molecular Weight: 386.50 g/mol
• Exact Mass: 386.20932405 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 4.83
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9491	94.91%
Caco-2	+	0.6177	61.77%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7874	78.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8154	81.54%
OATP1B3 inhibitior	+	0.9573	95.73%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5580	55.80%
P-glycoprotein inhibitior	-	0.5378	53.78%
P-glycoprotein substrate	-	0.6098	60.98%
CYP3A4 substrate	+	0.5989	59.89%
CYP2C9 substrate	-	0.5860	58.60%
CYP2D6 substrate	-	0.7784	77.84%
CYP3A4 inhibition	-	0.6450	64.50%
CYP2C9 inhibition	-	0.7394	73.94%
CYP2C19 inhibition	-	0.8674	86.74%
CYP2D6 inhibition	-	0.9061	90.61%
CYP1A2 inhibition	+	0.5177	51.77%
CYP2C8 inhibition	-	0.7023	70.23%
CYP inhibitory promiscuity	-	0.7328	73.28%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7508	75.08%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.7702	77.02%
Skin irritation	-	0.6839	68.39%
Skin corrosion	-	0.9162	91.62%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4118	41.18%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6351	63.51%
skin sensitisation	-	0.8680	86.80%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4655	46.55%
Estrogen receptor binding	+	0.8643	86.43%
Androgen receptor binding	+	0.7554	75.54%
Thyroid receptor binding	+	0.6583	65.83%
Glucocorticoid receptor binding	+	0.9004	90.04%
Aromatase binding	+	0.6209	62.09%
PPAR gamma	+	0.7815	78.15%
Honey bee toxicity	-	0.8488	84.88%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9888	98.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.16%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.77%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.33%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.52%	98.95%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	89.06%	98.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.73%	97.25%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.02%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.41%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.08%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.61%	93.56%

Plants that contains it

• Eucalyptus globulus

Cross-Links

• PubChem: 58120323
• LOTUS: LTS0023418
• wikiData: Q104987583